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A5402

Sigma-Aldrich

L-2-Amino-3-guanidinopropionic acid hydrochloride

Synonym(s):

L-α-Amino-β-guanidinopropionic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C4H10N4O2 · HCl
CAS Number:
Molecular Weight:
182.61
Beilstein:
6317820
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.26

Assay

≥97.5% (TLC)

form

powder

color

white

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H10N4O2.ClH/c5-2(3(9)10)1-8-4(6)7;/h2H,1,5H2,(H,9,10)(H4,6,7,8);1H/t2-;/m0./s1

InChI key

ZOXYHKHLLCDEAX-DKWTVANSSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reversed-phase chromatography of phenylthiocarbamyl amino acid derivatives of physiological amino acids: an evaluation and a comparison with analysis by ion-exchange chromatography.
Feste AS.
Journal of Chromatography A, 574, 23-34 (1992)
Analysis of 1- and 3-methylhistidines, aromatic and basic amino acids in rat and human urine.
Feldhoff RC, Ledden DJ, et al.
Journal of Chromatography A, 311, 267-276 (1984)
Y Park et al.
Biochemistry, 36(34), 10517-10525 (1997-08-26)
The primary role of Tyr225 in the aspartate aminotransferase mechanism is to provide a hydrogen bond to stabilize the 3'O- functionality of bound pyridoxal phosphate. The strength of this hydrogen bond is perturbed by replacement of Tyr225 with 3-fluoro-L-tyrosine (FlTyr)
Edward L D'Antonio et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 68(Pt 8), 889-893 (2012-08-08)
Human arginase I (HAI) is a binuclear manganese metalloenzyme that catalyzes the hydrolysis of L-arginine to form L-ornithine and urea through a metal-activated hydroxide mechanism. Since HAI regulates L-Arg bioavailability for NO biosynthesis, it is a potential drug target for

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