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Merck
CN

33270

L-2,3-Diaminopropionic acid hydrochloride

≥97.0%

Synonym(s):

3-Amino-L-alanine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C3H8N2O2 · HCl
CAS Number:
Molecular Weight:
140.57
PubChem Substance ID:
UNSPSC Code:
12352202
Beilstein/REAXYS Number:
4263944
MDL number:
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assay

≥97.0% (AT), ≥97.0%

form

solid

optical activity

[α]20/D +24±2°, c = 2% in 0.5 M HCl

loss

<1% loss on drying

mp

231-233 °C (dec.)

application(s)

peptide synthesis

SMILES string

O=C(O)[C@H](CN)N.Cl

InChI

1S/C3H8N2O2.ClH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H/t2-;/m0./s1

InChI key

SKWCZPYWFRTSDD-DKWTVANSSA-N

Other Notes

Substrate for (Km =1mM), and competitive inhbitor (Ki =1mM, L-homoserine as substrate) of cystathionase from rat liver


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Rat liver L-diaminopropionate ammonia lyase. Identification as cystathionase.
I K Mushahwar et al.
The Journal of biological chemistry, 248(21), 7407-7411 (1973-11-10)
Yohan Park et al.
Organic letters, 11(16), 3738-3741 (2009-07-29)
An efficient enantioselective synthetic method for (S)-alpha-alkyl-alpha,beta-diaminopropionic acid is reported. The asymmetric phase-transfer catalytic alkylation of N(1)-Boc-2-phenyl-2-imidazoline-4-carboxylic acid tert -butyl ester in the presence of chiral quaternary ammonium catalyst gave the corresponding alkylated products (93-98% ee) which could be transformed
Huan-Huan Zhang et al.
The Journal of organic chemistry, 73(9), 3634-3637 (2008-03-28)
A novel and convenient route to the asymmetric synthesis of 2,3-diamino acids via Mannich reaction of iminolactones 1a and 1b with N-protected imines has been achieved in good yields (up to 95%) and high diastereoselectivity (dr: >99:1). Hydrolysis of the