18840-45-4

• 

• Basic information

  1. Product Name: penicillamine cysteine disulfide
  2. Synonyms: penicillamine cysteine disulfide;D-penicillamine cysteine disulfide;3-[[(S)-2-Amino-2-carboxyethyl]dithio]-D-valine;L-Cysteine-D-penicillaMine Disulfide
  3. CAS NO:18840-45-4
  4. Molecular Formula: C8H16N2O4S2
  5. Molecular Weight: 268.35
  6. EINECS: N/A
  7. Product Categories: Amino Acids & Derivatives, Metabolites & Impurities, Sulfur & Selenium Compounds
  8. Mol File: 18840-45-4.mol
  9. Article Data: 6

• Chemical Properties

  1. Melting Point: 195°
  2. Boiling Point: 463.2°Cat760mmHg
  3. Flash Point: 233.9°C
  4. Appearance: /
  5. Density: 1.4269 (rough estimate)
  6. Vapor Pressure: 7.31E-10mmHg at 25°C
  7. Refractive Index: 1.6300 (estimate)
  8. Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
  9. Solubility: Water (Slightly, Sonicated)
  10. PKA: 2.00±0.10(Predicted)
  11. Stability: Hygroscopic
  12. CAS DataBase Reference: penicillamine cysteine disulfide(CAS DataBase Reference)
  13. NIST Chemistry Reference: penicillamine cysteine disulfide(18840-45-4)
  14. EPA Substance Registry System: penicillamine cysteine disulfide(18840-45-4)

• Safety Data

  1. Hazard Codes: N/A
  2. Statements: N/A
  3. Safety Statements: N/A
  4. WGK Germany:
  5. RTECS:
  6. HazardClass: N/A
  7. PackingGroup: N/A
  8. Hazardous Substances Data: 18840-45-4(Hazardous Substances Data)

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• Article

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18840-45-4 Usage

Uses

L-Cysteine-D-penicillamine Disulfide is the major urinary metabolite of D-Penicillamine (P223000). L-Cysteine-D-penicillamine Disulfide exposure induces vacuolation in cultured fibroblasts from individuals with cystinosis.

Check Digit Verification of cas no

The CAS Registry Mumber 18840-45-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,8,4 and 0 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 18840-45:
(7*1)+(6*8)+(5*8)+(4*4)+(3*0)+(2*4)+(1*5)=124
124 % 10 = 4
So 18840-45-4 is a valid CAS Registry Number.

InChI:InChI=1/C8H16N2O4S2/c1-8(2,5(10)7(13)14)16-15-3-4(9)6(11)12/h4-5H,3,9-10H2,1-2H3,(H,11,12)(H,13,14)/t4-,5-/m0/s1

18840-45-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name	(2S)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]-3-methylbutanoic acid

1.2 Other means of identification

Product number	-
Other names	Penicillamine cysteine

1.3 Recommended use of the chemical and restrictions on use

Identified uses	For industry use only.
Uses advised against	no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number	-
Service hours	Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18840-45-4 SDS

18840-45-4Upstream product

• 52-67-5 3,3-dimethyl-D-cysteine 
• 1019648-33-9 cysteinyl thiocyanate 
• 2488-84-8 cystine sulphoxide 
• 97512-83-9 S-(phenylsulfonyl)-L-cysteine 
• 56-89-3 L-cystine 

18840-45-4Downstream Products

18840-45-4Relevant articles and documents

A new mixed disulphide: penicillamine-cysteine.

TABACHNICK,EISEN,LEVINE

, p. 701 - 702 (1954)

-

-

Purdie,J.W.

, p. 1029 - 1036 (1969)

-

Rethinking Cysteine Protective Groups: S-Alkylsulfonyl-l-Cysteines for Chemoselective Disulfide Formation

Sch?fer, Olga,Huesmann, David,Muhl, Christian,Barz, Matthias

supporting information, p. 18085 - 18091 (2016/12/16)

The ability to reversibly cross-link proteins and peptides grants the amino acid cysteine its unique role in nature as well as in peptide chemistry. We report a novel class of S-alkylsulfonyl-l-cysteines and N-carboxy anhydrides (NCA) thereof for peptide synthesis. The S-alkylsulfonyl group is stable against amines and thus enables its use under Fmoc chemistry conditions and the controlled polymerization of the corresponding NCAs yielding well-defined homo- as well as block co-polymers. Yet, thiols react immediately with the S-alkylsulfonyl group forming asymmetric disulfides. Therefore, we introduce the first reactive cysteine derivative for efficient and chemoselective disulfide formation in synthetic polypeptides, thus bypassing additional protective group cleavage steps.

Keactions of cysteine sulfenyl thiocyanate with thiols to give unsymmetrical disulfides

Alguindigue Nimmo, Susan L.,Lemma, Kelemu,Ashby, Michael T.

, p. 467 - 471 (2008/02/08)

Cysteine sulfenyl thiocyanate (CSSCN) reacts with thiols at pH 0 to cleanly yield disulfides. 2-Mercaptoethanol (2-MESH), 3-mercaptopropionic acid (3-MPASH), penicillamine (PENSH), and glutathione (GSH) react with CSSCN to give the corresponding mixed disulfides: 2-MESSC, 3-MPASSC, PENSSC, and GSSC. These compounds are stable at pH 0 and have been characterized by 1H and 13C NMR spectroscopy.

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