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C8630

Sigma-Aldrich

DL-Cystine

Synonym(s):

(±)-3,3′-Dithiobis(2-aminopropionicacid)

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About This Item

Linear Formula:
HOOCCH(NH2)CH2SSCH2CH(NH2)COOH
CAS Number:
923-32-0
Molecular Weight:
240.30
Beilstein:
1728095
EC Number:
213-094-5
MDL number:
MFCD00084652
UNSPSC Code:
12352200
PubChem Substance ID:
24893084
NACRES:
NA.26

Assay

≥98% (TLC)

form

powder

color

white to off-white

mp

227 °C (dec.) (lit.)

solubility

1 M HCl: soluble

SMILES string

NC(CSSCC(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)

InChI key

LEVWYRKDKASIDU-UHFFFAOYSA-N

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Biochem/physiol Actions

DL-Cystine is a racemic mixture of the proteinogenic amino acids L-cystine and the non-proteinogenic D-cystine. DL-cystine is used in the preparation of sulfur-containing dimeric and monomeric surfactants.

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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Célia M C Faustino et al.
Journal of colloid and interface science, 351(2), 472-477 (2010-08-31)
Anionic urea-based dimeric (gemini) surfactants derived from the amino acids L-cystine, D-cystine and DL-cystine, as well as monomeric surfactants derived from L-cysteine, L-methionine and L-cysteic acid were synthesized and their solution properties characterized by electrical conductivity, equilibrium surface tension, and
Maria José Alves et al.
Journal of medical microbiology, 63(Pt 3), 471-477 (2014-01-17)
A group of biofilm-producing bacteria isolated from patients with urinary tract infections was evaluated, identifying the main factors contributing to biofilm formation. Among the 156 isolates, 58 (37.2%) were biofilm producers. The bacterial species (P<0.001), together with patient's gender (P
E Patricia Owen et al.
Pediatric nephrology (Berlin, Germany), 30(4), 595-601 (2014-10-19)
The mutations responsible for cystinosis in South African patients are currently unknown. A pertinent question is whether they are similar to those described elsewhere in the world. Children who were being managed for cystinosis in the Western Cape Province of
C Mast et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 65(5), 623-631 (2014-11-06)
The use of glutathione (GSH) and sulfate for the detoxification of paracetamol (acetaminophen, APAP) could occur at the expense of the physiological uses of cysteine (Cys). Indeed GSH and sulfate both originate from Cys. Significant APAP-induced Cys loss could generate
Federico N Soria et al.
The Journal of clinical investigation, 124(8), 3645-3655 (2014-07-19)
During brain ischemia, an excessive release of glutamate triggers neuronal death through the overactivation of NMDA receptors (NMDARs); however, the underlying pathways that alter glutamate homeostasis and whether synaptic or extrasynaptic sites are responsible for excess glutamate remain controversial. Here
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