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P3415

Sigma-Aldrich

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

≥95%, powder

Synonym(s):

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

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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

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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’.

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