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
More
Less

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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
F 
10-21
HS Code 
29309090
More
Less

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.

More
Less

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
More
Less

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

More
Less

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

Americas 1 Canada 1 China 149 Europe 1 Germany 3 India 2 Japan 4 Switzerland 1 United Kingdom 5 United States 26 Global 193
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
Dojindo Molecular Technologies, Inc.
Tel
--
Fax
--
Email
sasamoto@dojindo.co.jp
Country
Japan
ProdList
322
Advantage
75
Nacalai Tesque, Inc.
Tel
--
Fax
--
Email
info-tech@nacalai.co.jp
Country
Japan
ProdList
6046
Advantage
75
Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
More
Less

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