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Merck
CN

803650

SBAP (succinimidyl 3-(bromoacetamido)propionate)

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关于此项目

经验公式(希尔记法):
C9H11N2O5Br
化学文摘社编号:
分子量:
307.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
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assay

≥90%

Quality Segment

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

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.


象形图

Exclamation mark

警示词

Warning

危险代码

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

存储类别

11 - Combustible Solids

怎么回事?

WGK 3

闪点 (F)

Not applicable

闪点 (°C)

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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