Skip to Content
Merck
All Photos(2)

Documents

P3415

Sigma-Aldrich

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester

≥95%, powder

Synonym(s):

N-Succinimidyl 3-(2-pyridyldithio)propionate, SPDP

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C12H12N2O4S2
CAS Number:
68181-17-9
Molecular Weight:
312.36
Beilstein:
1548137
EC Number:
269-034-3
MDL number:
MFCD00009636
UNSPSC Code:
12352106
PubChem Substance ID:
24898409
NACRES:
NC.07

Assay

≥95%

form

powder

reaction suitability

reagent type: cross-linking reagent

mp

84-86 °C (lit.)

solubility

acetone: 50 mg/mL
DMF: soluble

functional group

NHS ester

storage temp.

−20°C

SMILES string

O=C(CCSSC1=NC=CC=C1)ON2C(CCC2=O)=O

InChI

1S/C12H12N2O4S2/c15-10-4-5-11(16)14(10)18-12(17)6-8-19-20-9-3-1-2-7-13-9/h1-3,7H,4-6,8H2

InChI key

JWDFQMWEFLOOED-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (SPDP) is a heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. It is typically coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling specific for molecules containing free sulfhydryl by thiol-disulfide exchange buffered at pH 8.0 (7.5-8.5). Alternately, this reagent may be used as a protected thiolating reagent following initial coupling and reduction of linker. It incorporates four atom linker.

Application

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (SPDP) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.
It has been used for antibody conjugation and as a protein cross-linker.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Zdravka Medarova et al.
Scientific reports, 10(1), 1970-1970 (2020-02-08)
Chemotherapy, a major cancer treatment approach, suffers seriously from multidrug resistance (MDR), generally caused by innate DNA repair proteins that reverse the DNA modification by anti-cancer therapeutics or trans-membrane efflux proteins that pump anti-cancer therapeutics out of the cytosol. This
Ping Wang et al.
Scientific reports, 10(1), 5302-5302 (2020-03-27)
Aberrant expression of miRNAs in pancreatic islets is closely related to the development of type 1 diabetes (T1D). The aim of this study was to identify key miRNAs dysregulated in pancreatic islets during T1D progression and to develop a theranostic
Peter R Berthold et al.
Bioconjugate chemistry, 21(10), 1933-1938 (2010-09-30)
Peptide nucleic acid (PNA) is potentially an attractive antisense and antigene agent for which more efficient cellular delivery systems are still warranted. The cationic polymer polyethylenimine (PEI) is commonly used for cellular transfection of DNA and RNA complexes, but is
Integrin-independent tyrosine phosphorylation of p125fak in human platelets stimulated by collagen.
Achison M
The Journal of Biological Chemistry, 276, 3167-3174 (2001)
Protein Engineering for Therapeutics (2012)
View All Related Papers

Articles

Smart Oligonucleotide Delivery by Multifunctional Block Copolymers

Kanjiro Miyata (The University of Tokyo, Japan) provides insights on the rational design of polymeric materials for “smart” oligonucleotide delivery.

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