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Details

Stereochemistry RACEMIC
Molecular Formula C3H8N2O2.ClH
Molecular Weight 140.569
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3-DIAMINOPROPIONIC ACID HYDROCHLORIDE

SMILES

Cl.NCC(N)C(O)=O

InChI

InChIKey=SKWCZPYWFRTSDD-UHFFFAOYSA-N
InChI=1S/C3H8N2O2.ClH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H

HIDE SMILES / InChI

Molecular Formula C3H8N2O2
Molecular Weight 104.1078
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
The nonribosomal peptide synthetase enzyme DdaD tethers N(β)-fumaramoyl-l-2,3-diaminopropionate for Fe(II)/α-ketoglutarate-dependent epoxidation by DdaC during dapdiamide antibiotic biosynthesis.
2010-11-10
Syntheses of bifunctional 2,3-diamino propionic acid-based chelators as small and strong tripod ligands for the labelling of biomolecules with (99m)Tc.
2010-06-21
Incorporation of 2,3-diaminopropionic acid into linear cationic amphipathic peptides produces pH-sensitive vectors.
2010-06-14
Soluble monometallic salen complexes derived from O-functionalised diamines as metalloligands for the synthesis of heterobimetallic complexes.
2010-05-07
Structure and binding of peptide-dendrimer ligands to vitamin B12.
2010-02-15
Evaluation of [99mTc-(CO)3-X-Y-Bombesin(7-14)NH2] conjugates for targeting gastrin-releasing peptide receptors overexpressed on breast carcinoma.
2010-01
Molecular characterization of staphyloferrin B biosynthesis in Staphylococcus aureus.
2009-11
Highly enantioselective synthesis of (S)-alpha-alkyl-alpha,beta-diaminopropionic acids via asymmetric phase-transfer catalytic alkylation of 2-phenyl-2-imidazoline-4-carboxylic acid tert-butyl esters.
2009-08-20
Beta-N-methylaminoalanine (BMAA): metabolism and metabolic effects in model systems and in neural and other tissues of the rat in vitro.
2009-08
Proteolysis of peptide dendrimers.
2009-06-15
Identification of catalytic Peptide dendrimers by "off-bead" in silica high-throughput screening of combinatorial libraries.
2009-05-05
N-Terminal 2,3-diaminopropionic acid (Dap) peptides as efficient methylglyoxal scavengers to inhibit advanced glycation endproduct (AGE) formation.
2009-03-15
Investigations into viomycin biosynthesis by using heterologous production in Streptomyces lividans.
2009-01-26
Molecular cloning, sequencing, and expression of a L -glutamine D-fructose 6-phosphate amidotransferase gene from Volvariella volvacea.
2009-01
L-2,3-diaminopropionate: one of the building blocks for the biosynthesis of Zwittermicin A in Bacillus thuringiensis subsp. kurstaki strain YBT-1520.
2008-09-03
Terpene conjugates of diaminedichloridoplatinum(II) complexes: antiproliferative effects in HL-60 leukemia, 518A2 melanoma, and HT-29 colon cancer cells.
2008-08
Identification of a novel beta-replacement reaction in the biosynthesis of 2,3-diaminobutyric acid in peptidylnucleoside mureidomycin A.
2008-06-07
A convenient route to enantiopure 3-aryl-2,3-diaminopropanoic acids by diastereoselective Mannich reaction of camphor-based tricyclic iminolactone with imines.
2008-05-02
Synthesis and conformational studies of peptidomimetics containing a new bifunctional diketopiperazine scaffold acting as a beta-hairpin inducer.
2008-01-18
Small molecule inhibitors of integrin alpha2beta1.
2007-11-01
Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives.
2007-09-07
Variable stability heterodimeric coiled-coils from manipulation of electrostatic interface residue chain length.
2007-08-22
Chiroptical properties of diamino carboxylic acids.
2007-07
Identification of three Zwittermicin A biosynthesis-related genes from Bacillus thuringiensis subsp. kurstaki strain YBT-1520.
2007-04
Structure activity relationship studies on the antimicrobial activity of novel edeine A and D analogues.
2006-10
Aziridinium from N,N-dibenzyl serine methyl ester: synthesis of enantiomerically pure beta-amino and alpha,beta-diamino esters.
2006-05-11
Electron capture dissociation mass spectrometry of peptide cations containing a lysine homologue: a mobile proton model for explaining the observation of b-type product ions.
2006
Synthesis, anti-inflammatory and analgesic activities evaluation of some mono, bi and tricyclic pyrimidine derivatives.
2005-11-15
Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4.
2005-09-05
Antibiotics GE23077, novel inhibitors of bacterial RNA polymerase. Part 3: Chemical derivatization.
2005-08-15
[Nalpha-benzylTyr1,cyclo(D-Asp5,Dap8)]- dynorphin A-(1-11)NH2 cyclized in the "address" domain is a novel kappa-opioid receptor antagonist.
2005-07-14
Inhibition of mitosis by glycopeptide dendrimer conjugates of colchicine.
2005-06-20
Soluble MHC-peptide complexes induce rapid death of CD8+ CTL.
2005-06-01
Hydrolytically stable, diaminocarboxylic acid-based membranes buffering in the pH range from 6 to 8.5 for isoelectric trapping separations.
2005-06
Antibiotics GE23077, novel inhibitors of bacterial RNA polymerase. II. Structure elucidation.
2005-04
A rat model of neurolathyrism: repeated injection of L: -beta-ODAP induces the paraparesis of the hind legs.
2005-03
Biochemical properties of new synthetic carnosine analogues containing the residue of 2,3-diaminopropionic acid: the effect of N-acetylation.
2005-02
Local expression of matrix metalloproteinases, cathepsins, and their inhibitors during the development of murine antigen-induced arthritis.
2005
A conventional route for the synthesis of new oxazolidin-2-one derivatives with beta-aminoalanines.
2004-10
Effect of variations in the structure of a polyleucine-based alpha-helical transmembrane peptide on its interaction with phosphatidylglycerol bilayers.
2004-03-30
Engineering charge selectivity in model ion channels.
2004-03-15
Synthesis of 9-membered dilactams derived from 1,3-diaminopropionic and glutamic acids.
2004-03
An efficient synthesis of a probe for protein function: 2,3-diaminopropionic acid with orthogonal protecting groups.
2004-01-22
Synthesis and opioid activity of side-chain-to-side-chain cyclic dynorphin A-(1-11) amide analogues cyclized between positions 2 and 5. 1. Substitutions in position 3.
2004-01-15
Platinum complexes of diaminocarboxylic acids and their ethyl ester derivatives: the effect of the chelate ring size on antitumor activity and interactions with GMP and DNA.
2003-09-01
Crystallization and preliminary X-ray diffraction studies on recombinant diaminopropionate ammonia lyase from Escherichia coli.
2003-09
Identification and cloning of genes encoding viomycin biosynthesis from Streptomyces vinaceus and evidence for involvement of a rare oxygenase.
2003-07-17
Radiochemical investigations of gastrin-releasing peptide receptor-specific [(99m)Tc(X)(CO)3-Dpr-Ser-Ser-Ser-Gln-Trp-Ala-Val-Gly-His-Leu-Met-(NH2)] in PC-3, tumor-bearing, rodent models: syntheses, radiolabeling, and in vitro/in vivo studies where Dpr = 2,3-diaminopropionic acid and X = H2O or P(CH2OH)3.
2003-07-15
Synthesis of metal-chelating lipids to sensitize lanthanide ions.
2003-05-16
Design, synthesis and in vitro cytotoxicity of a cis-dichloroplatinum (II) complex linked to the minor groove binder stallimycin.
2003
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:00:50 GMT 2025
Edited
by admin
on Mon Mar 31 22:00:50 GMT 2025
Record UNII
IU6ICR549L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-90287
Preferred Name English
2,3-DIAMINOPROPIONIC ACID HYDROCHLORIDE
MI  
Systematic Name English
2,3-DIAMINOPROPIONIC ACID MONOHYDROCHLORIDE
Systematic Name English
2,3-DIAMINOPROPIONIC ACID HYDROCHLORIDE [MI]
Common Name English
DL-2,3-DIAMINOPROPIONIC ACID HYDROCHLORIDE
Systematic Name English
DL-2,3-DIAMINOPROPIONIC ACID MONOHYDROCHLORIDE
Systematic Name English
.ALPHA.,.BETA.-DIAMINOPROPIONIC ACID MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAS
54897-59-5
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY
NSC
90287
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY
PUBCHEM
108638
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY
MERCK INDEX
m4256
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY Merck Index
FDA UNII
IU6ICR549L
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID90970223
Created by admin on Mon Mar 31 22:00:50 GMT 2025 , Edited by admin on Mon Mar 31 22:00:50 GMT 2025
PRIMARY