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803316

Sigma-Aldrich

Sulfo-LC-SPDP (sulfosuccinimidyl 6-[3′-(2-pyridyldithio)propionamido]hexanoate)

Sinonimo/i:

2,5-Dioxo-3-sulfo-1-pyrrolidinyl 6-[[1-oxo-3-(2-pyridinyldithio)propyl]amino]hexanoate, Sulfo-LC SPDP, Sulfosuccinimidyl 6-(3′-(2-pyridyldithio)propionamido)hexanoate

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About This Item

Formula empirica (notazione di Hill):
C14H16N3NaO8S3
Peso molecolare:
473.48
Numero MDL:
Codice UNSPSC:
12161502
ID PubChem:
NACRES:
NA.22

Saggio

≥90%

Livello qualitativo

Forma fisica

powder

PM

527.57

Impiego in reazioni chimiche

reagent type: cross-linking reagent

Condizioni di stoccaggio

desiccated

Solubilità

soluble (>95 mg/ml in water)

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCNC(CCSSC2=CC=CC=N2)=O)=O)=O.[Na+]

InChI

1S/C18H23N3O8S3.Na/c22-14(8-11-30-31-15-6-3-5-10-20-15)19-9-4-1-2-7-17(24)29-21-16(23)12-13(18(21)25)32(26,27)28;/h3,5-6,10,13H,1-2,4,7-9,11-12H2,(H,19,22)(H,26,27,28);/q;+1/p-1
ZAPNXDUFCQIHFS-UHFFFAOYSA-M

Descrizione generale

The SPDP reagents are a unique group of amine- and sulfhydryl-reactive heterobifunctional crosslinkers. Whether they are used to form amine-to-amine or amine-to-sulfhydryl crosslinks among molecules, the SPDP reagents produce disulfide-containing linkages that can be cleaved later with reducing agents such as dithiothreitol (DTT).

Caratteristiche e vantaggi

  • Reactive groups: NHS ester and pyridyldithiol
  • Reactive towards: amino and sulfhydryl groups
  • Releases a detectable by-product when reacted with a free sulfhydryl group; by measuring the release of pyridine-2-thione at 343 nm, the reaction can be easily followed
  • Water soluble, sulfo-NHS ester reacts rapidly with any primary amine-containing molecule
  • Disulfide bond in the spacer arm is readily cleaved by 10-50 mM DTT or TCEP at pH 8.5
  • Spacer arm is also easily cleaved using reducing SDS-PAGE sample loading buffer
  • Cleavable crosslinker allows separation of crosslinked products
  • Sulfo-LC-SPDP crosslinker is not membrane permeable, allowing cell surface labeling
  • Compare to other varieties of SPDP-type reagents, including pegylated forms

Avvertenza

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Neurath, A. R. and Strick, N.
J. Virol. Methods, 3, 155-165 (1981)
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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