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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

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