ChemicalBook > CAS DataBase List > 3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)

3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)

Product Name
3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)
CAS No.
57757-57-0
Chemical Name
3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)
Synonyms
DSP;DTSP;SULFO-DSS;NSC 328386;LOMANTS REAGENT;DSP Crosslinker;LOMANT'S REAGENT;DSS, WATER-SOLUBLE;(DISULFOSUCCINIMIDYL)SUBERATE;3,3′-Dithiodipropionic acid di
CBNumber
CB7251791
Molecular Formula
C14H16N2O8S2
Formula Weight
404.42
MOL File
57757-57-0.mol
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3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) Property

Melting point:
128-133 °C
Boiling point:
560.1±60.0 °C(Predicted)
Density 
1.57±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
chloroform: 50 mg/mL
form 
powder
color 
Off-White
Appearance
White solid
BRN 
1518074
InChI
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
InChIKey
FXYPGCIGRDZWNR-UHFFFAOYSA-N
SMILES
S(CCC(ON1C(=O)CCC1=O)=O)SCCC(ON1C(=O)CCC1=O)=O
CAS DataBase Reference
57757-57-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
F 
10-21
HS Code 
29309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D3669
Product name
3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)
Purity
powder
Packaging
500mg
Price
$235
Updated
2025/07/31
Sigma-Aldrich
Product number
D3669
Product name
3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)
Purity
powder
Packaging
1g
Price
$429
Updated
2025/07/31
TCI Chemical
Product number
D2473
Product name
Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]
Purity
>97.0%(N)
Packaging
1g
Price
$311
Updated
2025/07/31
TCI Chemical
Product number
D2473
Product name
Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]
Purity
>97.0%(N)
Packaging
5g
Price
$864
Updated
2025/07/31
TCI Chemical
Product number
D2473
Product name
Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]
Purity
>97.0%(N)
Packaging
200mg
Price
$100
Updated
2025/07/31
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3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) Chemical Properties,Usage,Production

Description

DSP Crosslinker is a cleavable crosslinker. It contains two terminal NHS ester moieties which can react with primary amines. The disulfide bonds can be cleaved via a reduction reaction using Dithiothreitol (DTT) reagent.

Chemical Properties

Off-White Solid

Uses

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

Uses

3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) can be used in the crosslinking of intracellular proteins prior to cell lysis.

Uses

3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) can be used as amine reactive homobifunctional cross-linking reagent, cleavable under mild conditions with hydroxylamine (pH 8.5, 3-6 h, 37oC)

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).

reaction suitability

reagent type: cross-linking reagent

Synthesis

6066-82-6

1119-62-6

57757-57-0

General procedure for the synthesis of bis(N-hydroxysuccinimide ester) 3,3'-dithiobispropionic acid from 3,3'-dithiobispropionic acid and N-hydroxysuccinimide: To a solution of dichloromethane (20 mL) containing 3,3'-dithiobispropionic acid (1 g, 4.75 mmol) was added sequentially 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride ( WSC) (2.16 g, 10.5 mmol) and N-hydroxysuccinimide (1.21 g, 10.5 mmol). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solution was concentrated by vacuum to remove the solvent and the obtained residue was purified by silica column chromatography (eluent ratio ethyl acetate/hexane = 1:5) to give the final target product 3,3'-dithiodipropionic acid bis(N-hydroxybutanediimide ester) (1.63 g, 85% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 400 MHz) and FAB mass spectrometry: 1H NMR δ 3.16 (m, 8H), 2.82 (s, 8H); FAB mass spectrometry (DMSO-d6) [(M+H)+] calculated value of 405, measured value 405.

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 1, p. 96 - 100
[2] Organic and Biomolecular Chemistry, 2005, vol. 3, # 12, p. 2255 - 2261
[3] Patent: CN105315191, 2016, A. Location in patent: Paragraph 0021; 0022; 0023
[4] Patent: US7074766, 2006, B1. Location in patent: Page/Page column 44
[5] Angewandte Chemie - International Edition, 2010, vol. 49, # 26, p. 4405 - 4408

3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) Preparation Products And Raw materials

Raw materials

Preparation Products

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3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) Suppliers

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View Lastest Price from 3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) 57757-57-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) 57757-57-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Career Henan Chemical Co
Product
3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) 57757-57-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-26

57757-57-0, 3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)Related Search:

DISUCCINIMIDYL SUBERATE BOC-MET-OSU 3,3'-Dithiodipropionic acid DI(N-SUCCINIMIDYL) OXALATE 1,3-Benzenedicarboxylic acid, 1,3-bis(2,5-dioxo-1-pyrrolidinyl) ester 2,5-Pyrrolidinedione, 1,1'-[1,4-phenylenebis(carbonyloxy)]bis- N-Iodosuccinimide Dilauryl thiodipropionate DST EGS Crosslinker ETHYLENE GLYCOL DISUCCINATE BIS(SULFO-N- DISULFOSUCCINIMIDYL TARTRATE N-Hydroxysuccinimide Succinimide 3,3'-Thiodipropionic acid 3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester) 3,3'-Dithiobis(sulfosuccinimidylpropionate) (Fmoc-Cys-OSu)2, (Disulfide bond)

  • 3,3'-dithiopropionic acid bis(N-hydroxysuccinimide ester)
  • Di(N-succinimidyl) 3,3μ-dithiodipropionate, Dithiobis(succinimidyl propionate), DTSP, Lomants reagent
  • 3,3'-DITHIODIPROPIONIC ACID BIS(N-SUCCINIMIDYL ESTER)
  • 3,3'-DITHIO-BIS(PROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER)
  • 3,3'-DITHIOBIS(SUCCINIMIDYL PROPIONATE)
  • 3,3'-DITHIOPROPIONIC ACID DI(N-SUCCINIMIDYL ESTER)
  • 3,3'-DITHIODIPROPIONIC ACID DI-(N-HYDROXY-SUCCINIMIDE ESTER)
  • DTSP
  • DSP
  • DSS, WATER-SOLUBLE
  • (DISULFOSUCCINIMIDYL)SUBERATE
  • DI(N-SUCCINIMIDYL) 3,3'-DITHIODIPROPIONATE
  • DITHIOBIS(SUCCINIMIDYL PROPIONATE)
  • LOMANTS REAGENT
  • LOMANT'S REAGENT
  • SULFO-DSS
  • 1,1'-[Dithiobis[(1-oxo-3,1-propanediyl)oxy]]bis(2,5-pyrrolidinedione)
  • 3,3'-Dithiobis(propanoic acid 2,5-dioxo-1-pyrrolidinyl) ester
  • 3,3'-Dithiobis(propanoic acid succinimidyl) ester
  • DSP (dithiobis(succinimidyl propionate)), Lomant's Reagent
  • 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)(DSP)
  • 3,3'-dithiodipropionic acid, bis(succinimido) ester
  • Dithio-bis-succinimidyl propionate(DTSP)
  • 3,3'-Dithiodipropionic acid bis(2,5-dioxopyrrolidine-1-yl) ester
  • 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester),DTSP, Di(N-succinimidyl) 3,3′-dithiodipropionate, Dithiobis(succinimidyl propionate), Lomant’s reagent
  • 3,3'-dithiobispropanoic acid bis(N-hydroxysucciniMde ester)
  • 1,1'-[Dithiobis[(1-oxo-3,1-propanediyl)oxy]]bis-2,5-pyrrolidinedione, Bis[2-[(succiniMidyloxy)carbonyl]ethyl] disulfide
  • NSC 328386
  • 3,3'-Dithiodipropionic Acid Bis(N-succinimidyl Ester) 3,3'-Dithiodipropionic Acid Di(N-succinimidyl Ester)
  • DSP 3,3'-dithiobis-, 1,1'-bis(2,5-dioxo-1-pyrrolidinyl) ester
  • DSP Crosslinker
  • Di(<i>N</i>-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]
  • Bis(2,5-dioxopyrrolidin-1-yl) 3,3'-disulfanediyldipropanoate
  • 3,3-dithio-bis(propionic acid N-*hydroxysuccinim
  • disuccinimido dithiobispropionate
  • 3,3'-DITHIO-BIS(PROPIONIC ACID N-HYDROXY SUCCINIMID
  • 3,3-DITHIODIPROPIONIC ACID DI(N-SUCCINIMIDYL ESTER)[CROSS-LINKING REAGENT] 98+%
  • Dithio-bis-succinimidyl propionate (Lomant''s Reagent)
  • (2,5-dioxopyrrolidin-1-yl) 3-[[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropyl]disulfanyl]propanoate
  • (DTSP):Dithio-bis-succinimidyl propionate
  • 3,3′-Dithiodipropionic acid di
  • Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]
  • Di(N-succinimidyl)3,3'-Dithiodipropionate[Cross-linkingReagent]&gt
  • Propanoic acid, 3,3'-dithiobis-, 1,1'-bis(2,5-dioxo-1-pyrrolidinyl) ester
  • 3,3'-dithiodipropionic acid di(N-succinimidyl ester)
  • DSP3,3'-dithiobis-, 1,1'-bis(2,5-dioxo-1-pyrrolidinyl) ester
  • 3,3'-Dithio(succinimidyl Propionate)
  • DSP Crosslinker, 10 mM in DMSO
  • 57757-57-0
  • C14H16N2O8S2
  • C14H16O8N2S2
  • C14H16N2S2O8
  • Homobifunctional Cross-Linking Reagents
  • Crosslinking
  • Protein Modification
  • Proteomics and Protein Expression
  • Proteomics
  • N-Substituted Succinimides