803650

SBAP (succinimidyl 3-(bromoacetamido)propionate)

• Empirische Formel (Hill-System): C₉H₁₁N₂O₅Br
• CAS-Nummer: 57159-62-3
• Molekulargewicht: 307.10
• MDL-Nummer: MFCD01863457
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 329768824
• NACRES: NA.22

Eigenschaften

• Assay: ≥90%
• Qualitätsniveau: 100
• Form: powder
• Mol-Gew.: 307.1
• Eignung der Reaktion: reagent type: cross-linking reagent
• Lagerbedingungen: desiccated
• Löslichkeit: DMSO or DMF: soluble
• Funktionelle Gruppe: NHS ester; bromo
• Versandbedingung: ambient
• Lagertemp.: 2-8°C
• SMILES String: 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)
• InChIKey: WGMMKWFUXPMTRW-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Leistungsmerkmale und Vorteile

• 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

Vorsicht

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.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable