D3669

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

powder

• Synonym(s): DTSP, Di(N-succinimidyl) 3,3′-dithiodipropionate, Dithiobis(succinimidyl propionate), Lomant’s reagent
• Empirical Formula (Hill Notation): C₁₄H₁₆N₂O₈S₂
• CAS Number: 57757-57-0
• Molecular Weight: 404.42
• UNSPSC Code: 12352106
• NACRES: NC.07
• PubChem Substance ID: 24893777
• EC Number: 260-931-5
• Beilstein/REAXYS Number: 1518074
• MDL number: MFCD00042045
• Form: powder

Properties

• form: powder
• Quality Segment: 200
• 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.

Disclaimer

Avoid use of reducing agents during coupling reactions.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves