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D6796

Sigma-Aldrich

meso-2,3-Diaminosuccinic acid

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Empirical Formula (Hill Notation):
C4H8N2O4
CAS Number:
23220-52-2
Molecular Weight:
148.12
EC Number:
245-500-1
MDL number:
MFCD00037765
UNSPSC Code:
12352200
PubChem Substance ID:
57654118
NACRES:
NA.22

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

color

white

application(s)

peptide synthesis

SMILES string

NC(C(N)C(O)=O)C(O)=O

InChI

1S/C4H8N2O4/c5-1(3(7)8)2(6)4(9)10/h1-2H,5-6H2,(H,7,8)(H,9,10)/t1-,2+

InChI key

PGNYNCTUBKSHHL-XIXRPRMCSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kirsten Zeitler et al.
The Journal of organic chemistry, 69(18), 6134-6136 (2004-09-18)
Homogeneous, Rh-catalyzed hydrogenation of heteromeric olefinic glycine dimers presents an efficient route to diastereomerically pure, orthogonally protected diaminosuccinic acid derivatives depending on the double bond geometry of the starting material. The products were obtained as racemates.
C Riemer et al.
The journal of peptide research : official journal of the American Peptide Society, 63(3), 196-199 (2004-03-31)
The stereoselective synthesis of orthogonally protected 3-azido aspartic acid derivatives is described. The convenience of their application as 2,3-diaminosuccinic acid in peptide chemistry was demonstrated by the incorporation of the nonproteinogenic diamino diacid as a cystine-substitute into the core structure
A Rinaldi et al.
European journal of biochemistry, 117(3), 635-638 (1981-07-01)
meso-Diaminosuccinic acid, a natural antagonist of aspartic acid, is a good substrate for beef kidney D-aspartate oxidase. The oxygen consumption and the ammonia production are in good agreement with the stoichiometry of a typical oxidative deamination. The deamination involves only
Yoshito Kawasaki et al.
Journal of chromatography. A, 1160(1-2), 246-253 (2007-06-08)
The advanced Marfey's method consists of a chromatography technique for the separation of amino acids into each enantiomer by derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-leucinamide (L-FDLA), and a detection method using liquid chromatography/mass spectrometry (LC/MS) which can determine the non-empirically the absolute configuration

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