803650

SBAP (succinimidyl 3-(bromoacetamido)propionate)

• Empirický vzorec (Hillův zápis): C₉H₁₁N₂O₅Br
• Číslo CAS: 57159-62-3
• Molekulová hmotnost: 307.10
• NACRES: NA.22
• PubChem Substance ID: 329768824
• UNSPSC Code: 12352106
• MDL number: MFCD01863457

Vlastnosti

• assay: ≥90%
• Quality Segment: 100
• form: powder
• mol wt: 307.1
• reaction suitability: reagent type: cross-linking reagent
• storage condition: desiccated
• solubility: DMSO or DMF: soluble
• functional group: NHS ester, bromo
• shipped in: ambient
• storage temp.: 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)
• InChI key: WGMMKWFUXPMTRW-UHFFFAOYSA-N

Popis

General description

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.

Features and Benefits

• 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

Disclaimer

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.

Bezpečnostní informace

• Piktogramy: GHS07
• Výstražné slovo: Warning
• Kódy nebezpečí: H315,H319,H335
• Bezpečnostní pokyny: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Cílové orgány: Respiratory system
• Skladovací třída: 11 - Combustible Solids
• Co se děje?: WGK 3
• Bod vzplanutí (°F): Not applicable
• Bod vzplanutí (°C): Not applicable