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803553

Sigma-Aldrich

PEG12-SPDP (PEGylated, long-chain SPDP crosslinker)

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About This Item

Empirical Formula (Hill Notation):
C39H65N3O17S2
CAS Number:
Molecular Weight:
912.07
UNSPSC Code:
12352200
NACRES:
NA.22

form

oil

mol wt

912.07

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

water: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C(CCSSC1=CC=CC=N1)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(ON2C(CCC2=O)=O)=O

General description

SPDP-type reagents have an amine-reactive N-hydroxysuccinimide (NHS) ester at one end and a suflhydryl-reactive 2-pyridyldithio group at the opposite end. PEG12-SPDP has a 12-unit polyethylene glycol spacer arm, which confers greater solubility to the crosslinker and linked proteins compared to crosslinkers having only hydrocarbon spacers. Pyridyldithiol reagents produce disulfide-containing linkages that can be cleaved with reducing agents such as dithiothreitol (DTT). Crosslinking experiments with SPDP reagents are not limited to those involving proteins. Any of a variety of molecules with primary amines and sulfhydryl groups can be modified or crosslinked using an SPDP reagent

Features and Benefits

  • Reactive groups: NHS ester and pyrirdyldithiol
  • Efficient amine conjugation—NHS ester provides effective conjugation to lysines, N-termini of peptides and other primary amines
  • Reversible sulfhydryl conjugation—pyridyldithiol group enables disulfide linkage with reduced cysteines and other sulfhydryl groups, providing a stable but cleavable bond
  • Polyethylene glycol—PEG groups are flexible, non-immunogenic, hydrophilic, and often enhance the solubility of attached molecules
  • Spacer arm—connects primary amines and sulfhydryl targets at distances up to 54.1 angstroms; compare to PEG4-SPDP (25.7 angstroms)

Caution

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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A R Neurath et al.
Journal of virological methods, 3(3), 155-165 (1981-10-01)
A solid-phase enzyme-linked immunoassay using a fluorogenic substrate (4-methylumbelliferyl-beta-D-galactopyranoside) was developed. Antibodies were covalently linked to glutaraldehyde-activated 96-well aminopolystyrene plates. Antigens from test samples were adsorbed to the solid phase and detected using antibodies conjugated with E. coli beta-galactosidase. Glutaraldehyde
Preparation of antibody-toxin conjugates.
A J Cumber et al.
Methods in enzymology, 112, 207-225 (1985-01-01)
J Carlsson et al.
The Biochemical journal, 173(3), 723-737 (1978-09-01)
A heterobifunctional reagent, N-succinimidyl 3-(2-pyridyldithio)propionate, was synthesized. Its N-hydroxysuccinimide ester group reacts with amino groups and the 2-pyridyl disulphide structure reacts with aliphatic thiols. A new thiolation procedure for proteins is based on this reagent. The procedure involves two steps.

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