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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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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

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

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)
Yun Lan et al.
Chembiochem : a European journal of chemical biology, 11(9), 1266-1272 (2010-05-19)
Nonviral vectors that harness the change in pH in endosomes, are increasingly being used to deliver cargoes, including nucleic acids, into mammalian cells. Here we present evidence that the pK(a) of the beta-NH(2) in 2,3-diaminopropionic acid (Dap) is sufficiently lowered
Sungwook Choi et al.
Journal of medicinal chemistry, 50(22), 5457-5462 (2007-10-06)
Interactions between the integrin, alpha2beta1, and extracellular matrix (ECM), particularly collagen, play a pivotal role in platelet adhesion and thrombus formation. Platelets interact with collagen in the subendothelial matrix that is exposed by vascular damage. To evaluate the potential of
Kamila Stokowa et al.
Journal of inorganic biochemistry, 106(1), 111-116 (2011-11-25)
Capreomycin is an important therapeutic agent having intriguing and diverse molecular features. Its polypeptidic structure rich in nitrogen donors makes the drug a promising chelating agent for a number of transition metal ions, especially for copper(II). The results of the
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

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