Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

D3669

Sigma-Aldrich

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

powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

500 MG
₪1,357.00
1 G
₪2,209.00

₪1,357.00

Please contact Customer Service for Availability
Request a Bulk Order
All Photos(1)

Select a Size

Change View
500 MG
₪1,357.00
1 G
₪2,209.00

About This Item

Empirical Formula (Hill Notation):
C14H16N2O8S2
CAS Number:
57757-57-0
Molecular Weight:
404.42
Beilstein:
1518074
EC Number:
260-931-5
MDL number:
MFCD00042045
UNSPSC Code:
12352106
PubChem Substance ID:
24893777
NACRES:
NC.07

₪1,357.00

Please contact Customer Service for Availability
Request a Bulk Order

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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).[1]

Application

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) has been used as a protein cross-linker.[2][3]

Features and Benefits

The disulfide linkage is cleavable by mild reduction.

Caution

Avoid use of reducing agents during coupling reactions.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCB9894
BCBS4530V
BCBT0589
BCBS9845V
BCBT0455

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M Darder et al.
Analytical chemistry, 71(24), 5530-5537 (2000-01-07)
Exposure of gold surfaces to solutions of dithiobis N-succinimidyl propionate (DTSP) gives rise to the modification of the surface with N-succinimidyl-3-thiopropionate (NSTP) which can, in turn, react with amino groups allowing for the covalent immobilization of enzymes such as horseradish
Protein phosphatases 2C regulate the activation of the Snf1-related kinase OST1 by abscisic acid in Arabidopsis.
Vlad F
Plant Cell, 21, 3170-3170 (2009)
Sunil K Arya et al.
The Analyst, 136(3), 486-492 (2010-11-17)
A bioassay platform using T4 bacteriophage (T4) as the specific receptor and surface plasmon resonance (SPR) as the transduction technique has been developed for the detection of Escherichia coli K12 bacteria. The T4 phages have been covalently immobilized onto gold
Rui Deng et al.
Journal of controlled release : official journal of the Controlled Release Society, 140(1), 40-46 (2009-07-25)
The commercially available branched polyethyleneimine (PEI) with a molar mass of 25 kD (PEI-25K) is an effective in vitro vector to transfer genes, but its cytotoxicity limits its applications in bio-related research. To solve such an efficiency-versus-cytotoxicity catch-22 problem, the
M Gamero et al.
Biosensors & bioelectronics, 25(9), 2038-2044 (2010-02-23)
The design and characterization of a lactate biosensor using a nanostructured rough gold surface as a transducer is reported. The biosensor is developed by immobilization of lactate oxidase (LOx), on a rough gold electrode modified with a self-assembled monolayer of
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service