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D3669 Sigma-Aldrich

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)

powder

Synonym: DTSP, Di(N-succinimidyl) 3,3′-dithiodipropionate, Dithiobis(succinimidyl propionate), Lomant’s reagent

  • CAS Number 57757-57-0

  • Empirical Formula (Hill Notation) C14H16N2O8S2

  • Molecular Weight 404.42

  •  Beilstein/REAXYS Number 1518074

  •  EC Number 260-931-5

  •  MDL number MFCD00042045

  •  PubChem Substance ID 24893777

  •  NACRES NC.07

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Properties

Related Categories Amine to Amine, Chemical Biology, Chemical Synthesis, Crosslinkers, Crosslinking,
Quality Level   200
form   powder
reaction suitability   reagent type: cross-linking reagent
solubility   chloroform: 50 mg/mL
  DMF: soluble
  acetone: soluble
storage temp.   −20°C
SMILES string   O=C(CCSSCCC(=O)ON1C(=O)CCC1=O)ON2C(=O)CCC2=O
InChI   1S/C14H16N2O8S2/c17-9-1-2-10(18)15(9)23-13(21)5-7-25-26-8-6-14(22)24-16-11(19)3-4-12(16)20/h1-8H2
InChI key   FXYPGCIGRDZWNR-UHFFFAOYSA-N

Description

General description

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) is a homobifunctional cross-linking reagent containing a cleavable disulfide linkage. It is typically coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5).

Application

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) has been used as a protein cross-linker.

Features and Benefits

The disulfide linkage is cleavable by mild reduction.

Caution

Avoid use of reducing agents during coupling reactions.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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