803650

SBAP (succinimidyl 3-(bromoacetamido)propionate)

• Formule empirique (notation de Hill): C₉H₁₁N₂O₅Br
• Numéro CAS: 57159-62-3
• Poids moléculaire : 307.10
• Numéro MDL: MFCD01863457
• Code UNSPSC : 12352106
• ID de substance PubChem : 329768824
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: ≥90%
• Niveau de qualité: 100
• Forme: powder
• Poids mol.: 307.1
• Pertinence de la réaction: reagent type: cross-linking reagent
• Conditions de stockage: desiccated
• Solubilité: DMSO or DMF: soluble
• Groupe fonctionnel: NHS ester; bromo
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: O=C(CCC1=O)N1OC(CCNC(CBr)=O)=O
• InChI: 1S/C9H11BrN2O5/c10-5-6(13)11-4-3-9(16)17-12-7(14)1-2-8(12)15/h1-5H2,(H,11,13)
• Clé InChI: WGMMKWFUXPMTRW-UHFFFAOYSA-N

Description

Description générale

SBAP is a sulfhydryl-reactive and amine-reactive heterobifunctional crosslinker. The reagent′s NHS ester reacts with primary amines at pH 7-9 to form stable amide bonds, and the bromacetyl reacts with sulfhydryl groups at pH >7.5 to form stable thioether bonds This reagent is useful for preparing cyclic peptides and peptide conjugates because the spacer maintains peptide-like character in the crosslinked species.

Caractéristiques et avantages

• Reactive groups: NHS ester and bromoacetyl
• Reactive toward: amino and sulfhydryl groups
• NHS ester reacts with primary amines at pH 7-9 to form a stable amide bond
• Bromacetyl group reacts with sulfhydryl groups at pH > 7.5 to form stable thioether bonds
• Non-cleavable
• Water-insoluble (dissolve first in DMF or DMSO)
• Spacer maintains peptide-like character in the crosslinked species
• Resulting crosslink is susceptible to acid hydrolysis
• Useful for preparing cyclic peptides and peptide conjugates

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

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• 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