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Merck

W326305

L-Cysteine

≥97%, FG

Synonym(s):

(R)-2-Amino-3-mercaptopropionic acid

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About This Item

Linear Formula:
HSCH2CH(NH2)CO2H
CAS Number:
52-90-4
Molecular Weight:
121.16
FEMA Number:
3263
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901592
Flavis number:
17.033
EC Number:
200-158-2
NACRES:
NA.21
MDL number:
MFCD00064306
Beilstein/REAXYS Number:
1721408
Organoleptic:
sulfurous
Grade:
FG, Halal

Key Documents

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SMILES string

N[C@@H](CS)C(O)=O

InChI key

XUJNEKJLAYXESH-REOHCLBHSA-N

InChI

1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1

grade

FG, Halal

reg. compliance

EU Regulation 1334/2008 & 872/2012, FDA 21 CFR 172.320, FDA 21 CFR 184.1271

assay

≥97%

optical activity

[α]26/D +8.0 to +9.5°, c = 2 in 5 M HCl

mp

240 °C (dec.) (lit.)

solubility

H2O: 25 mg/mL

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

organoleptic

sulfurous

Quality Level

300

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General description

L-cysteine is a sulfur-containing amino acid. It can undergo Maillard reaction with reducing sugars to form volatile meat flavored compounds.

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT1517
SHBS5638
SHBQ3787
SHBP4060
SHBN7749

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Volatile compounds produced by the reaction of L-cysteine or L-cystine with carbonyl compounds.
Kato S, et al.
Agricultural and Biological Chemistry, 37(3), 539-544 (1973)
Antioxidant effects of sulfur-containing amino acids
Atmaca G
Yonsei Medical Journal, 45, 776-788 (2004)
Takeshi Annoura et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(5), 2158-2170 (2014-02-11)
The 10 Plasmodium 6-Cys proteins have critical roles throughout parasite development and are targets for antimalaria vaccination strategies. We analyzed the conserved 6-cysteine domain of this family and show that only the last 4 positionally conserved cysteine residues are diagnostic
Eun Young Park et al.
Journal of agricultural and food chemistry, 62(26), 6183-6189 (2014-06-01)
The present study examined the impact of the supplementation of glutathione (GSH), γ-L-glutamyl-L-cysteinyl-glycine, on human blood GSH levels. Healthy human volunteers were orally supplemented with GSH (50 mg/kg body weight). Venous blood was collected from the cubital vein before and
Nicholas Kwiatkowski et al.
Nature, 511(7511), 616-620 (2014-07-22)
Tumour oncogenes include transcription factors that co-opt the general transcriptional machinery to sustain the oncogenic state, but direct pharmacological inhibition of transcription factors has so far proven difficult. However, the transcriptional machinery contains various enzymatic cofactors that can be targeted
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