803316

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

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₄H₁₆N₃NaO₈S₃
• Molecular Weight: 473.48
• MDL number: MFCD00083162
• UNSPSC Code: 12161502
• PubChem Substance ID: 329768795
• NACRES: NA.22

Properties

• assay: ≥90%
• Quality Level: 100
• form: powder
• mol wt: 527.57
• reaction suitability: reagent type: cross-linking reagent
• storage condition: desiccated
• solubility: soluble (>95 mg/ml in water)
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: 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
• InChI key: ZAPNXDUFCQIHFS-UHFFFAOYSA-M

Description

General description

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).

Features and Benefits

• 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

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable