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Showing NP-Card for 1,5-Anhydrosorbitol (NP0000137)

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Record Information
Version1.0
Created at2006-05-22 15:12:05 UTC
Updated at2021-06-29 00:47:37 UTC
NP-MRD IDNP0000137
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,5-Anhydrosorbitol
Description1, 5-Anhydrosorbitol or 1,5-anhydroglucitol (1,5-AG) is a validated marker of short-term glycemic control. This substance is derived mainly from food, is well absorbed in the intestine, and is distributed to all organs and tissues. It is metabolically stable, being excreted in the urine when its level exceeds the renal threshold. It is reabsorbed in the renal tubules and is competitively inhibited by glucosuria, which leads to a reduction in its level in serum. The correlation between this reduction and the amount of glucose present in urine is so close that 1,5 AG can be used as a sensitive, day-to-day, real-time marker of glycemic control. It provides useful information on current glycemic control and is superior to both hemoglobin A1C and fructosamine in detecting near-normoglycemia. 1,5-AG in human plasma has been proposed for several years as a short-term, retrospective marker of glycemic control and seems to be the most suitable parameter for monitoring glucose excursions. The decrease in serum 1,5-AG is very sensitive to urinary glucose excretion. It is a metabolically inert polyol that competes with glucose for reabsorption in the kidneys. Otherwise stable levels of 1,5-AG are rapidly depleted as blood glucose levels exceed the renal threshold for glucosuria. 1,5-AG is also more tightly associated with glucose fluctuations and postprandial glucose (PMID: 18088226 , 12166605 , 7783360 , 8940824 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000137 (1,5-Anhydrosorbitol)

Untitled Document-2
  Mrv1652305261923522D          

 11 11  0  0  0  0            999 V2000
   -0.2062   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -0.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2062    0.3572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6188    0.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0313   -0.3572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6188   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  1  0  0  0
  4  8  1  6  0  0  0
  5  9  1  1  0  0  0
 10 11  1  0  0  0  0
  2 10  1  6  0  0  0
M  END
Download

3D MOL for NP0000137 (1,5-Anhydrosorbitol)

HMDB0002712
     RDKit          3D
1,5-Anhydrosorbitol
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.6423   -0.2429   -1.4171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2994   -0.7347   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.5722    0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1532   -1.2858   -0.9199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1525   -0.8949   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7963   -0.3259    0.1187 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7750   -1.2890    1.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    0.9117    0.5514 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6453    2.0562    0.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    0.8603    0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1365    1.6339    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585    0.6896   -1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -1.8021   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8834   -0.2112    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.0278    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -1.8100   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131   -0.1935   -1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.0983   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -1.9616    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    0.9635    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0687    2.5854   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042    1.3185   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    1.4305    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10  3  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  1
  5 16  1  0
  5 17  1  0
  6 18  1  6
  7 19  1  0
  8 20  1  1
  9 21  1  0
 10 22  1  6
 11 23  1  0
M  END
Download

3D SDF for NP0000137 (1,5-Anhydrosorbitol)

Untitled Document-2
  Mrv1652305261923522D          

 11 11  0  0  0  0            999 V2000
   -0.2062   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -0.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2062    0.3572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6188    0.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0313   -0.3572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6188   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  1  0  0  0
  4  8  1  6  0  0  0
  5  9  1  1  0  0  0
 10 11  1  0  0  0  0
  2 10  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0000137

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1

> <INCHI_KEY>
MPCAJMNYNOGXPB-SLPGGIOYSA-N

> <FORMULA>
C6H12O5

> <MOLECULAR_WEIGHT>
164.1565

> <EXACT_MASS>
164.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.190290336534076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.62

> <JCHEM_LOGP>
-2.5683152763333332

> <ALOGPS_LOGS>
0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.620852613832781

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.664170582578826

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9785121292856447

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
34.893499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5-anhydroglucitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000137 (1,5-Anhydrosorbitol)

HMDB0002712
     RDKit          3D
1,5-Anhydrosorbitol
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.6423   -0.2429   -1.4171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2994   -0.7347   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.5722    0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1532   -1.2858   -0.9199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1525   -0.8949   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7963   -0.3259    0.1187 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7750   -1.2890    1.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    0.9117    0.5514 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6453    2.0562    0.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    0.8603    0.0731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1365    1.6339    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585    0.6896   -1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980   -1.8021   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8834   -0.2112    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.0278    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -1.8100   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131   -0.1935   -1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.0983   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -1.9616    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    0.9635    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0687    2.5854   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042    1.3185   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    1.4305    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10  3  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  1
  5 16  1  0
  5 17  1  0
  6 18  1  6
  7 19  1  0
  8 20  1  1
  9 21  1  0
 10 22  1  6
 11 23  1  0
M  END
Download

PDB for NP0000137 (1,5-Anhydrosorbitol)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-2                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      -0.385  -2.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.155  -0.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.385   0.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.155   0.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.925  -0.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.155  -2.001   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.155   2.001   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.925   2.001   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.465  -0.667   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.695  -0.667   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.465  -2.001   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10   11    2                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for NP0000137 (1,5-Anhydrosorbitol)

COMPND    HMDB0002712
HETATM    1  O1  UNL     1      -2.642  -0.243  -1.417  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.299  -0.735  -0.157  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.812  -0.572   0.065  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.153  -1.286  -0.920  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.153  -0.895  -1.110  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.796  -0.326   0.119  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.775  -1.289   1.122  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.056   0.912   0.551  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.645   2.056   0.059  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.383   0.860   0.073  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.136   1.634   0.923  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.959   0.690  -1.395  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.598  -1.802  -0.148  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.883  -0.211   0.629  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.570  -1.028   1.038  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.730  -1.810  -1.395  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.213  -0.194  -1.972  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.857  -0.098  -0.136  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.468  -1.962   0.947  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.005   0.963   1.676  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.069   2.585  -0.528  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.404   1.319  -0.941  1.00  0.00           H  
HETATM   23  H12 UNL     1      -0.925   1.431   1.870  1.00  0.00           H  
CONECT    1    2   12
CONECT    2    3   13   14
CONECT    3    4   10   15
CONECT    4    5
CONECT    5    6   16   17
CONECT    6    7    8   18
CONECT    7   19
CONECT    8    9   10   20
CONECT    9   21
CONECT   10   11   22
CONECT   11   23
END
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SMILES for NP0000137 (1,5-Anhydrosorbitol)

OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O
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INCHI for NP0000137 (1,5-Anhydrosorbitol)

InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1
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View in JSmol
Synonyms
ValueSource
1,5-Anhydro-D-sorbitolChEBI
1,5-AnhydroglucitolChEBI
1,5-AGHMDB
1,5-Anhydro-D-glucitolHMDB
1-DeoxyglucoseHMDB
AceritolHMDB
PolygalitolHMDB
1-Deoxy-D-glucoseHMDB
1,5-SorbitanHMDB
1-Deoxy-D-glucopyranoseHMDB
1,5-ANHYDROSORBITOLChEBI
Chemical FormulaC6H12O5
Average Mass164.1565 Da
Monoisotopic Mass164.06847 Da
IUPAC Name(2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name1,5-anhydroglucitol
CAS Registry Number154-58-5
SMILES
OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1
InChI KeyMPCAJMNYNOGXPB-SLPGGIOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Arabidopsis thalianaLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Medicago sativaLOTUS Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Triticum aestivumKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharides
Alternative Parents
Substituents
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Ether
  • Dialkyl ether
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point142 - 143 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1040 g/LALOGPS
logP-2.6ALOGPS
logP-2.6ChemAxon
logS0.8ALOGPS
pKa (Strongest Acidic)12.66ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.89 m³·mol⁻¹ChemAxon
Polarizability15.19 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002712
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023050
KNApSAcK IDC00052531
Chemspider ID58485
KEGG Compound IDC07326
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,5-Anhydroglucitol
METLIN ID3775
PubChem Compound64960
PDB IDNot Available
ChEBI ID16070
Good Scents IDNot Available
References
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Shetty HU, Holloway HW, Rapoport SI: Capillary gas chromatography combined with ion trap detection for quantitative profiling of polyols in cerebrospinal fluid and plasma. Anal Biochem. 1995 Jan 1;224(1):279-85. [PubMed:7710082 ]
  3. Servo C, Pitkanen E: Variation in polyol levels in cerebrospinal fluid and serum in diabetic patients. Diabetologia. 1975 Dec;11(6):575-80. [PubMed:1205026 ]
  4. Sode K, Sugiura H, Tsugawa W, Watazu Y, Hamafuji T: Enzyme electrochemical preparation of a 3-keto derivative of 1,5-anhydro-D-glucitol using glucose-3-dehydrogenase. Appl Biochem Biotechnol. 2000 Spring;84-86:947-54. [PubMed:10849848 ]
  5. Yoshioka S, Saitoh S, Fujisawa T, Fujimori A, Takatani O, Funabashi M: Identification and metabolic implication of 1-deoxyglucose (1,5-anhydroglucitol) in human plasma. Clin Chem. 1982 Jun;28(6):1283-6. [PubMed:7074934 ]
  6. Yamanouchi T, Minoda S, Ogata N, Tachibana Y, Sekino N, Miyashita H, Akaoka I: Prolonged hyperalimentation as a possible cause of renal tubular dysfunction: evaluation of 1,5-anhydro-D-glucitol resorption and N-acetylglucosaminidase excretion in humans. Clin Sci (Lond). 1995 Feb;88(2):203-10. [PubMed:7720346 ]
  7. Shetty HU, Holloway HW, Schapiro MB: Cerebrospinal fluid and plasma distribution of myo-inositol and other polyols in Alzheimer disease. Clin Chem. 1996 Feb;42(2):298-302. [PubMed:8595727 ]
  8. Dworacka M, Winiarska H, Szymanska M, Kuczynski S, Szczawinska K, Wierusz-Wysocka B: 1,5-anhydro-D-glucitol: a novel marker of glucose excursions. Int J Clin Pract Suppl. 2002 Jul;(129):40-4. [PubMed:12166605 ]
  9. Akanuma Y, Morita M, Fukuzawa N, Yamanouchi T, Akanuma H: Urinary excretion of 1,5-anhydro-D-glucitol accompanying glucose excretion in diabetic patients. Diabetologia. 1988 Nov;31(11):831-5. [PubMed:3234638 ]
  10. Dungan KM: 1,5-anhydroglucitol (GlycoMark) as a marker of short-term glycemic control and glycemic excursions. Expert Rev Mol Diagn. 2008 Jan;8(1):9-19. [PubMed:18088226 ]
  11. Matsuyama T, Katayama Y, Fujita S: [Recent progress in evaluation of glycemic control by glycated protein and 1,5-AG]. Rinsho Byori. 1995 May;43(5):445-8. [PubMed:7783360 ]
  12. Saito H, Ohtomo T, Inui K: Na(+)-dependent uptake of 1,5-anhydro-D-glucitol via the transport systems for D-glucose and D-mannose in the kidney epithelial cell line, LLC-PK1. Nihon Jinzo Gakkai Shi. 1996 Oct;38(10):435-40. [PubMed:8940824 ]