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About This Item
经验公式（希尔记法）:
C9H11N2O5Br
CAS号:
分子量:
307.10
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.22
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方案
≥90%
质量水平
表单
powder
分子量
307.1
反应适用性
reagent type: cross-linking reagent
储存条件
desiccated
溶解性
DMSO or DMF: soluble
官能团
NHS ester
bromo
运输
ambient
储存温度
2-8°C
SMILES字符串
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
一般描述
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.
特点和优势
- 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
注意
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.
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
J K Inman et al.
Bioconjugate chemistry, 2(6), 458-463 (1991-11-01)
A new amino acid derivative, N alpha-(tert-butoxycarbonyl)-N epsilon-[N-(bromoacetyl)-beta-alanyl]-L-lysine (BBAL), has been synthesized as a reagent to be used in solid-phase peptide synthesis for introducing a side-chain bromoacetyl group at any desired position in a peptide sequence. The bromoacetyl group subsequently
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