NP-MRD: Showing NP-Card for 2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid (NP0085259)

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Record Information

Version

2.0

Created at

2022-04-29 05:50:19 UTC

Updated at

2022-04-29 05:50:19 UTC

NP-MRD ID

NP0085259

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid

Description

Mugineic acid, also known as mugineate, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Mugineic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid is found in Hordeum vulgare . 2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid was first documented in 2021 (PMID: 33692352). Based on a literature review a small amount of articles have been published on mugineic acid (PMID: 35283928) (PMID: 35137187) (PMID: 35039017).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
   -6.3015    0.5709   -0.7560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5138   -0.0233   -1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8259   -0.2516   -2.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2205   -0.4839   -0.9705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4344   -1.1262   -1.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    0.7388   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842    0.2179    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4962    1.3646    0.7143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333    0.9907    1.4546 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2327    2.1786    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528    3.2766    1.9841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341    2.1735    2.9634 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6665    0.3040    0.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0781    1.1008   -0.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8143   -0.2802    1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6051   -1.1343    0.5191 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651   -1.6949    1.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618   -1.7963   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5950   -0.5353   -0.3345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3026   -0.3987   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418    0.2821   -2.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029   -0.9661   -2.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5877   -1.0934   -3.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3517   -1.2111   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375   -2.1159   -1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1184    1.2059    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1891    1.3919   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5862   -0.2582   -0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943   -0.5245    0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2668    2.0186   -0.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6161    0.2822    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    2.7486    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -0.5862    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7861    2.0306   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827   -0.8476    2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4633    0.5425    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552   -2.5929    1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -0.8614    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -2.6882   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349   -1.5966   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517    0.3209    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535   -0.6732   -3.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
 19 16  1  0
 14 34  1  0
 13 33  1  6
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  1
 22 42  1  0
  9 31  1  1
  8 30  1  0
  7 28  1  0
  7 29  1  0
  6 26  1  0
  6 27  1  0
  4 24  1  1
  5 25  1  0
  3 23  1  0
 12 32  1  0
M  END


  Mrv1652304292207502D          

 22 22  0  0  1  0            999 V2000
    2.5179   -5.5491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -4.7241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8034   -4.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0889   -4.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323   -4.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -4.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6613   -4.3116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3758   -4.7241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3758   -5.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0902   -5.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6613   -5.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0902   -4.3116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0902   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8047   -4.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5192   -4.3116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7327   -3.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5296   -3.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3161   -4.5251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7286   -5.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5536   -5.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3161   -5.9541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0085259

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H](CN1CC[C@H]1C(O)=O)[C@H](NCC[C@H](O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)/t6-,7-,8-,9-/m0/s1

> <INCHI_KEY>
GJRGEVKCJPPZIT-JBDRJPRFSA-N

> <FORMULA>
C12H20N2O8

> <MOLECULAR_WEIGHT>
320.298

> <EXACT_MASS>
320.121965612

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.69505753509751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S,3S)-3-carboxy-3-{[(3S)-3-carboxy-3-hydroxypropyl]amino}-2-hydroxypropyl]azetidine-2-carboxylic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-7.091893192989753

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.8957870499435803

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1117975073278874

> <JCHEM_PKA_STRONGEST_BASIC>
9.494420190238907

> <JCHEM_POLAR_SURFACE_AREA>
167.63

> <JCHEM_REFRACTIVITY>
70.2188

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mugineic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       4.700 -10.358   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.700  -8.818   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.366  -8.048   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.033  -8.818   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.366  -6.508   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.034  -8.048   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.367  -8.818   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       8.701  -8.048   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      10.035  -8.818   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.035 -10.358   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.368 -11.128   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.701 -11.128   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.368  -8.048   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.368  -6.508   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.702  -8.818   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      14.036  -8.048   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      14.434  -6.561   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.922  -6.959   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.523  -8.447   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.293  -9.781   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.833  -9.781   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      15.523 -11.114   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   16   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
N-(3-(3-Carboxypropylamino)-2-hydroxy-3-carboxypropyl)azetidine-2-carboxylic acid	ChEBI
N-(3-(3-Carboxypropylamino)-2-hydroxy-3-carboxypropyl)azetidine-2-carboxylate	Generator
Mugineate	Generator

Chemical Formula

C₁₂H₂₀N₂O₈

Average Mass

320.2980 Da

Monoisotopic Mass

320.12197 Da

IUPAC Name

(2S)-1-[(2S,3S)-3-carboxy-3-{[(3S)-3-carboxy-3-hydroxypropyl]amino}-2-hydroxypropyl]azetidine-2-carboxylic acid

Traditional Name

mugineic acid

CAS Registry Number

Not Available

SMILES

O[C@@H](CN1CC[C@H]1C(O)=O)[C@H](NCC[C@H](O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)/t6-,7-,8-,9-/m0/s1

InChI Key

GJRGEVKCJPPZIT-JBDRJPRFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hordeum vulgare	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
Amino fatty acid
Azetidinecarboxylic acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Fatty acyl
1,3-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
1,2-aminoalcohol
Azetidine
Amino acid
Secondary alcohol
Secondary aliphatic amine
Carboxylic acid
Organoheterocyclic compound
Secondary amine
Azacycle
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

mugineic acids (CHEBI:25426 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-7.1	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.11	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.63 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	70.22 m³·mol⁻¹	ChemAxon
Polarizability	30.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00055048

Chemspider ID

9242305

KEGG Compound ID

C15500

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mugineic acid

METLIN ID

Not Available

PubChem Compound

11067153

PDB ID

Not Available

ChEBI ID

25426

Good Scents ID

rw1841891

References

General References

Regon P, Dey S, Rehman M, Pradhan AK, Chowra U, Tanti B, Talukdar AD, Panda SK: Transcriptomic Analysis Revealed Reactive Oxygen Species Scavenging Mechanisms Associated With Ferrous Iron Toxicity in Aromatic Keteki Joha Rice. Front Plant Sci. 2022 Feb 24;13:798580. doi: 10.3389/fpls.2022.798580. eCollection 2022. [PubMed:35283928 ]
Li S, Song Z, Liu X, Zhou X, Yang W, Chen J, Chen R: Mediation of Zinc and Iron Accumulation in Maize by ZmIRT2, a Novel Iron-Regulated Transporter. Plant Cell Physiol. 2022 Apr 19;63(4):521-534. doi: 10.1093/pcp/pcab177. [PubMed:35137187 ]
Zhang X, Xiao K, Li S, Li J, Huang J, Chen R, Pang S, Zhou X: Genome-wide analysis of the NAAT, DMAS, TOM, and ENA gene families in maize suggests their roles in mediating iron homeostasis. BMC Plant Biol. 2022 Jan 17;22(1):37. doi: 10.1186/s12870-021-03422-7. [PubMed:35039017 ]
Suzuki M, Urabe A, Sasaki S, Tsugawa R, Nishio S, Mukaiyama H, Murata Y, Masuda H, Aung MS, Mera A, Takeuchi M, Fukushima K, Kanaki M, Kobayashi K, Chiba Y, Shrestha BB, Nakanishi H, Watanabe T, Nakayama A, Fujino H, Kobayashi T, Tanino K, Nishizawa NK, Namba K: Development of a mugineic acid family phytosiderophore analog as an iron fertilizer. Nat Commun. 2021 Mar 10;12(1):1558. doi: 10.1038/s41467-021-21837-6. [PubMed:33692352 ]

Showing NP-Card for 2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid (NP0085259)

MOL for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

3D MOL for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

3D SDF for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

3D-SDF for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

PDB for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

3D PDB for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

SMILES for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

INCHI for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

Structure for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)

3D Structure for NP0085259 (2-Carboxy-alpha-[(3-carboxy-3-hydroxypropyl)amino]-beta-hydroxy-1-azetidinebutanoic acid)