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C3300000

Cystine

Name: Cystine
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

L-Cystine, (R,R)-3,3′-Dithiobis(2-aminopropionic acid)

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About This Item

Linear Formula:

[-SCH₂CH(NH₂)CO₂H]₂

CAS Number:

56-89-3

Molecular Weight:

240.30

UNSPSC Code:

41116107

NACRES:

NA.24

PubChem Substance ID:

329775034

MDL number:

MFCD00064228

Beilstein/REAXYS Number:

1728094

eCl@ss:

32160406

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Properties

grade

pharmaceutical primary standard

API family

cystine

manufacturer/tradename

EDQM

mp

>240 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

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

InChI

1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Cystine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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The cyclic cystine ladder in θ-defensins is important for structure and stability, but not antibacterial activity.

Anne C Conibear et al.

The Journal of biological chemistry, 288(15), 10830-10840 (2013-02-23)

θ-Defensins are ribosomally synthesized cyclic peptides found in the leukocytes of some primate species and have promising applications as antimicrobial agents and scaffolds for peptide drugs. The cyclic cystine ladder motif, comprising a cyclic peptide backbone and three parallel disulfide

Endoplasmic reticulum stress-activated transcription factor ATF6α requires the disulfide isomerase PDIA5 to modulate chemoresistance.

Arisa Higa et al.

Molecular and cellular biology, 34(10), 1839-1849 (2014-03-19)

ATF6α, a membrane-anchored transcription factor from the endoplasmic reticulum (ER) that modulates the cellular response to stress as an effector of the unfolded-protein response (UPR), is a key player in the development of tumors of different origin. ATF6α activation has

Modulation of glutathione S-transferase activity by a thiol/disulfide exchange reaction and involvement of thioltransferase.

T Terada et al.

Archives of biochemistry and biophysics, 300(1), 495-500 (1993-01-01)

Low concentrations of cystamine and cystine inactivated human placenta glutathione S-transferase (GST-pi) in cytosolic fraction very effectively, as did the purified enzyme, through the thiol/disulfide exchange reaction. Mixed disulfide formation of GST-pi in cytosol was prevented by thioltransferase existing in

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Global Trade Item Number

SKU	GTIN
C3300000	04061833792636