C7602

L-Cystine

Name: <SC>L</SC>-Cystine
Brand: SIGMA

98.5-101.0%, suitable for cell culture, BioXtra, non-animal source

Synonym(s):

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

Select a Size

All Photos(4)

About This Item

Linear Formula:

[-SCH₂CH(NH₂)CO₂H]₂

CAS Number:

56-89-3

Molecular Weight:

240.30

NACRES:

NA.26

PubChem Substance ID:

24892973

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

200-296-3

MDL number:

MFCD00064228

Beilstein/REAXYS Number:

1728094

Product Name

L-Cystine, from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-101.0%

assay

98.5-101.0%

form

powder

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

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

SMILES string

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

biological source

non-animal source

agency

meets EP testing specifications

product line

BioXtra

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white to off-white

mp

>240 °C (dec.) (lit.)

solubility

1 M HCl: 100 mg/mL

application(s)

peptide synthesis

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Amino Acids

Amino Acids, Resins & Reagents for Peptide Synthesis

Biochemicals

Cell Culture Supplements & Reagents

High-Purity Biochemicals and Reagents

Application

L-Cystine has been used as a supplement in astroglial-conditioned media to culture cerebral astroglia. It has been used in several techniques, such as HPLC-FD, UHPLC-UV, UHPLC-MS, and triple quadrupole tandem mass spectrometry (UHPLC-MS/MS), to differentiate BMAA (β-N-methylamino-L-alanine), the cyanobacterial neurotoxin, from other diamino acids.
L-Cystine has been used as a supplement in oocyte culture media to improve oocyte maturation and parthenogenesis of embryonic development.

Biochem/physiol Actions

Cystinuria is characterized with renal transport and excretion of L-Cystine. Cysteine is one of the functional amino acids that are associated with growth, reproduction, maintenance and immunity. Cysteine is a source of disulfide linkage in protein and is associated with sulfur transport. At physiological pH, cysteine undergoes rapid oxidation to form cystine. Reduced availability of cysteine or cystine, influences leukocyte metabolism. L-Cystine is necessary for oxygen production and LDL (low density lipoprotein) modification by arterial smooth muscle cells.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000519992

0000512378

0000510034

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Transport Interaction of t-Cystine and L-Glutamate in Human Diploid
Fibroblasts in Culture

Shiro Bannai and Emi Kitamur

The Journal of Biological Chemistry, 255(6), 2372- 2376 (1980)

Using cysteine/cystine to overcome oxidative stress in goat oocytes and embryos cultured in vitro

Zhengrong Zhou

Molecular Medicine Reports, 14(2) (2016)

Distinguishing the cyanobacterial neurotoxin b-N-methylamino-L-alanine
(BMAA) from other diamino acids

S.A. Banack

Toxicon (2011)

Mutation of Ataxia?Telangiectasia Mutated is Associated with Dysfunctional Glutathione Homeostasis in Cerebellar Astroglia

Andrew Campbell

Glia, 64(2), 227-239 (2016)

Studies on Analogues of L-Cysteine and L-Cystine

Austin S and Leif G

Blood (2018)

View All Related Papers