803642

LC-SPDP (succinimidyl 6-[3(2-pyridyldithio)propionamido]hexanoate)

• Synonyme(s) : Long chain-SPDP, N-[6-[(2,5-dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-3-(2-pyridinyldithio)propanamide
• Formule empirique (notation de Hill): C₁₈ H₂₃ O₅ N₃ S₂
• Numéro CAS: 158913-22-5
• Poids moléculaire : 425.52
• Numéro MDL: MFCD00083163
• Code UNSPSC : 12352200
• ID de substance PubChem : 329768823
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: ≥95%
• Niveau de qualité: 100
• Forme: powder
• Poids mol.: 425.52
• Pertinence de la réaction: reagent type: cross-linking reagent
• Conditions de stockage: desiccated
• Solubilité: DMSO or DMF: soluble
• Groupe fonctionnel: NHS ester
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: O=C1CCC(N1OC(CCCCCNC(CCSSC2=CC=CC=N2)=O)=O)=O
• InChI: 1S/C18H23N3O5S2/c22-14(10-13-27-28-15-6-3-5-12-20-15)19-11-4-1-2-7-18(25)26-21-16(23)8-9-17(21)24/h3,5-6,12H,1-2,4,7-11,13H2,(H,19,22)
• Clé InChI: QYEAAMBIUQLHFQ-UHFFFAOYSA-N

Description

Description générale

The amine-reactive portion of SPDP reagents is the N-hydroxysuccinimide (NHS) ester. Reactions are most commonly performed in phosphate, carbonate/bicarbonate, or borate buffers at pH 7-8. Other buffers can be used provided they do not contain primary amines (or thiols or disulfide reducing reagents – see discussion of the sulfhydryl reactivity). The rate of reaction and degradation by hydrolysis increases with increasing pH; for example, the half-life of the NHS ester is several hours at pH 7 and less than 10 minutes at pH 9. NHS-ester reagents like SPDP and LC-SPDP have limited aqueous solubility and must be dissolved in organic solvent before adding them to a reaction mixture. Sulfo-NHS-ester reagents like Sulfo-LC-SPDP are water-soluble and can be added directly to aqueous reaction mixtures.

Caractéristiques et avantages

• 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
• 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
• Water-insoluble (dissolve first in DMF or DMSO)
• SPDP crosslinker is membrane permeable, so crosslinking can be done inside the cells
• Compare to other varieties of SPDP-type reagents, including pegylated forms

Attention

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable