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:
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
signalword
Warning
hcodes
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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