Np mrd loader

Showing NP-Card for DL-beta-Leucine (NP0002750)

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Record Information
Version2.0
Created at2020-11-23 19:39:29 UTC
Updated at2021-08-12 19:52:02 UTC
NP-MRD IDNP0002750
Secondary Accession NumbersNone
Natural Product Identification
Common NameDL-beta-Leucine
Provided ByBMRBBMRB logo
Description(3R)-beta-leucine is also known as L-b-leucine. DL-beta-Leucine is found in Apis cerana and Daphnia pulex. DL-beta-Leucine was first documented in 1985 (PMID: 4091288). Based on a literature review a small amount of articles have been published on (3R)-beta-leucine (PMID: 3356699) (PMID: 3241559).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002750 (DL-beta-Leucine)


     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.1828   -0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914    0.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028    1.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313   -2.0851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3027    0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092    2.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877    0.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344   -1.3775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742   -1.5251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.9176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.0407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114    2.4004    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142    2.6805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -1.5136    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.4701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3313   -2.0743    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    0.7815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611   -1.0538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791    1.2643    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  6
  1 11  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  1
  3 15  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  6 20  1  1
  6 21  1  0
  9 22  1  0
M  END
Download

3D MOL for NP0002750 (DL-beta-Leucine)

NP0002750
     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.4256   -1.5849   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -0.1103   -0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    0.6697    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768    0.3411    0.0533 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3504    1.7446   -0.1270 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.3929   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    0.1186   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971    0.7894   -0.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313   -0.1316    1.1758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5291   -1.7427   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379   -2.0855   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132   -2.0245    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    0.1611   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1557    1.7427    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8225    0.6276    1.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001    0.2395    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786    0.1275    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    2.2572    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    2.0902   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.3231   -1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015   -1.4880   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.0256    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
Download

3D SDF for NP0002750 (DL-beta-Leucine)


     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.1828   -0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914    0.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028    1.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313   -2.0851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3027    0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092    2.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877    0.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344   -1.3775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742   -1.5251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.9176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.0407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114    2.4004    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142    2.6805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -1.5136    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2552   -3.4701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3313   -2.0743    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    0.7815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611   -1.0538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791    1.2643    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  6
  1 11  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  1
  3 15  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  6 20  1  1
  6 21  1  0
  9 22  1  0
M  END
> <DATABASE_ID>
NP0002750

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](N)(CC(O)=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1

> <INCHI_KEY>
GLUJNGJDHCTUJY-RXMQYKEDSA-N

> <FORMULA>
C6H13NO2

> <MOLECULAR_WEIGHT>
131.1729

> <EXACT_MASS>
131.094628665

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
14.209084150343308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-amino-4-methylpentanoic acid

> <ALOGPS_LOGP>
-2.14

> <JCHEM_LOGP>
-1.8698627027982233

> <ALOGPS_LOGS>
-0.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.389495820581845

> <JCHEM_PKA_STRONGEST_BASIC>
10.599975271720838

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
34.117200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-β-leucine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002750 (DL-beta-Leucine)

NP0002750
     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.4256   -1.5849   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -0.1103   -0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    0.6697    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768    0.3411    0.0533 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3504    1.7446   -0.1270 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.3929   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    0.1186   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971    0.7894   -0.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313   -0.1316    1.1758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5291   -1.7427   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379   -2.0855   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132   -2.0245    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    0.1611   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1557    1.7427    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8225    0.6276    1.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001    0.2395    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786    0.1275    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    2.2572    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    2.0902   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.3231   -1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015   -1.4880   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138   -1.0256    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
M  END
Download

PDB for NP0002750 (DL-beta-Leucine)

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    4                                                            
CONECT    3    5    6                                                       
CONECT    4    1    2    5                                                  
CONECT    5    3    4    7   10                                             
CONECT    6    3    8    9                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for NP0002750 (DL-beta-Leucine)

COMPND    NP0002750
HETATM    1  C1  UNL     1      -1.426  -1.585  -0.198  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.184  -0.110  -0.353  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.206   0.670   0.487  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.177   0.341   0.053  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.350   1.745  -0.127  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.319  -0.393  -0.576  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.625   0.119  -0.114  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.397   0.789  -0.854  1.00  0.00           O  
HETATM    9  O2  UNL     1       3.031  -0.132   1.176  1.00  0.00           O  
HETATM   10  H1  UNL     1      -2.529  -1.743  -0.192  1.00  0.00           H  
HETATM   11  H2  UNL     1      -1.038  -2.086  -1.132  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.013  -2.024   0.712  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.400   0.161  -1.408  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.156   1.743   0.226  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.822   0.628   1.550  1.00  0.00           H  
HETATM   16  H7  UNL     1      -3.200   0.239   0.460  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.279   0.127   1.167  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.812   2.257   0.639  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.452   2.090  -1.080  1.00  0.00           H  
HETATM   20  H11 UNL     1       1.316  -0.323  -1.692  1.00  0.00           H  
HETATM   21  H12 UNL     1       1.301  -1.488  -0.338  1.00  0.00           H  
HETATM   22  H13 UNL     1       2.914  -1.026   1.593  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4   13
CONECT    3   14   15   16
CONECT    4    5    6   17
CONECT    5   18   19
CONECT    6    7   20   21
CONECT    7    8    8    9
CONECT    9   22
END
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SMILES for NP0002750 (DL-beta-Leucine)

[H][C@@](N)(CC(O)=O)C(C)C
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INCHI for NP0002750 (DL-beta-Leucine)

InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1
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Synonyms
ValueSource
(3R)-3-Amino-4-methylpentanoic acidChEBI
(3R)-3-Amino-4-methylvaleric acidChEBI
(3R)-beta-2-Amino-4-methylvaleric acidChEBI
L-beta-LeucineChEBI
(3R)-3-Amino-4-methylpentanoateGenerator
(3R)-3-Amino-4-methylvalerateGenerator
(3R)-b-2-Amino-4-methylvalerateGenerator
(3R)-b-2-Amino-4-methylvaleric acidGenerator
(3R)-beta-2-Amino-4-methylvalerateGenerator
(3R)-Β-2-amino-4-methylvalerateGenerator
(3R)-Β-2-amino-4-methylvaleric acidGenerator
L-b-LeucineGenerator
L-Β-leucineGenerator
(3R)-b-LeucineGenerator
(3R)-Β-leucineGenerator
3-Amino-4-methylpentanoic acidMeSH
beta-LeucineMeSH
(R)-3-Amino-4-methylpentanoateGenerator
Chemical FormulaC6H13NO2
Average Mass131.1729 Da
Monoisotopic Mass131.09463 Da
IUPAC Name(3R)-3-amino-4-methylpentanoic acid
Traditional Name(3R)-β-leucine
CAS Registry NumberNot Available
SMILES
[H][C@@](N)(CC(O)=O)C(C)C
InChI Identifier
InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1
InChI KeyGLUJNGJDHCTUJY-RXMQYKEDSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Daphnia pulexLOTUS Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentBeta amino acids and derivatives
Alternative Parents
Substituents
  • Beta amino acid or derivatives
  • Amino fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.1ALOGPS
logP-1.9ChemAxon
logS-0.02ALOGPS
pKa (Strongest Acidic)4.39ChemAxon
pKa (Strongest Basic)10.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity34.12 m³·mol⁻¹ChemAxon
Polarizability14.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2042285
KEGG Compound IDC02486
BioCyc IDCPD-2041
BiGG IDNot Available
Wikipedia LinkΒ-Leucine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID15604
Good Scents IDNot Available
References
General References
  1. Stabler SP, Lindenbaum J, Allen RH: Failure to detect beta-leucine in human blood or leucine 2,3-aminomutase in rat liver using capillary gas chromatography-mass spectrometry. J Biol Chem. 1988 Apr 25;263(12):5581-8. [PubMed:3356699 ]
  2. Aberhart DJ, Cotting JA: High-performance liquid chromatographic separation of (3R)- and (3S)-beta-leucine using Marfey's reagent. Methods Enzymol. 1988;166:14-7. doi: 10.1016/s0076-6879(88)66005-8. [PubMed:3241559 ]
  3. Aberhart DJ, Cotting JA, Lin HJ: Separation by high-performance liquid chromatography of (3R)- and (3S)-beta-leucine as diastereomeric derivatives. Anal Biochem. 1985 Nov 15;151(1):88-91. doi: 10.1016/0003-2697(85)90056-9. [PubMed:4091288 ]