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Merck
CN

00320

S-Acetamidomethyl-L-cysteine hydrochloride

≥99.0% (AT)

Synonym(s):

H-Cys(Acm).HCl

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About This Item

Empirical Formula (Hill Notation):
C6H12N2O3S · HCl
CAS Number:
Molecular Weight:
228.70
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
249-230-5
Beilstein/REAXYS Number:
4015821
MDL number:
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Quality Level

assay

≥99.0% (AT)

form

powder with small lumps

optical activity

[α]20/D −28±2°, c = 1% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

~165 °C (dec.)

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C6H12N2O3S.ClH/c1-4(9)8-3-12-2-5(7)6(10)11;/h5H,2-3,7H2,1H3,(H,8,9)(H,10,11);1H/t5-;/m0./s1

InChI key

SZWPOAKLKGUXDD-JEDNCBNOSA-N

Other Notes

Protected cysteine; cleavage is performed with mercuric acetate or silver nitrate; Oxidative cleavage to disulfides


Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

flash_point_f

No data available

flash_point_c

No data available

Regulatory Information

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Acetamidomethyl. A novel thiol protecting group for cysteine.
D F Veber et al.
Journal of the American Chemical Society, 94(15), 5456-5461 (1972-07-26)
L E Eisele et al.
The journal of peptide research : official journal of the American Peptide Society, 57(1), 29-38 (2001-02-13)
A 34-amino acid synthetic peptide was derived from the third domain of human alpha-fetoprotein, and the peptide was shown to inhibit estrogen-stimulated growth. Under certain conditions, however, the peptide lost growth-inhibitory activity. A biophysical study of the peptide was undertaken
B. Kamber et al.
Helvetica Chimica Acta, 63, 899-899 (1980)



Global Trade Item Number

SKUGTIN
183717-5G04061838756367