803650

SBAP (succinimidyl 3-(bromoacetamido)propionate)

• Wzór empiryczny (zapis Hilla): C₉H₁₁N₂O₅Br
• Numer CAS: 57159-62-3
• Masa cząsteczkowa: 307.10
• NACRES: NA.22
• PubChem Substance ID: 329768824
• UNSPSC Code: 12352106
• MDL number: MFCD01863457

Właściwości

• 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

Opis

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.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Słowo ostrzegawcze: Warning
• Kody zagrożeń: H315,H319,H335
• Ostrzeżenia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Narządy docelowe: Respiratory system
• Klasa składowania: 11 - Combustible Solids
• Co się dzieje?: WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable