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Merck
CN

SML4170

Desthiobiotin-iodoacetamide

≥98% (HPLC), powder, pan-cysteine profiling tag

别名:

(4R,5S)-N-[2-[(2-Iodoacetyl)amino]ethyl]-5-methyl-2-oxo-4-imidazolidinehexanamide, DBIA, Desthiobiotin-IAA,Iodoacetamide-desthiobiotin

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关于此项目

经验公式(希尔记法):
C14H25IN4O3
化学文摘社编号:
分子量:
424.28
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

ICC(NCCNC(CCCCC[C@H]1NC(N[C@H]1C)=O)=O)=O

Application

Desthiobiotin-iodoacetamide may be incorporated into the design of nanomaterials for applications in biosensing and imaging due to its chemical properties. It may also be used as a probe for cysteine-reactive affinity labeling in chemoproteomics, enabling the study of protein interactions and modifications.

Biochem/physiol Actions

The desthiobiotin-iodoacetamide (DBIA) probe represents a significant advancement in cysteine-reactive affinity labeling, surpassing alkyne-iodoacetamide in enrichment efficacy and mass spectrometry compatibility. With the ability to profile over 8,000 ligandable cysteine sites within 3 hours at 0.5-1 mM concentration, DBIA offers unparalleled proteome coverage and efficiency. Its unique feature of quantitative release from avidin under mild acidic conditions in organic solvents enhances its versatility in proteomic analyses. DBIA′s applicability to live cell cultures further expands its utility, positioning it as a powerful tool for investigating cysteine reactivity and protein dynamics in physiologically relevant contexts.


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Mariko Takahashi et al.
Cell, 187(10), 2536-2556 (2024-04-24)
Cysteine-focused chemical proteomic platforms have accelerated the clinical development of covalent inhibitors for a wide range of targets in cancer. However, how different oncogenic contexts influence cysteine targeting remains unknown. To address this question, we have developed "DrugMap," an atlas
Lisa M Boatner et al.
Cell chemical biology, 30(6), 683-698 (2023-04-30)
Cysteine chemoproteomics provides proteome-wide portraits of the ligandability or potential "druggability" for thousands of cysteine residues. Consequently, these studies are facilitating resources for closing the druggability gap, namely, achieving pharmacological manipulation of ∼96% of the human proteome that remains untargeted
Yi Chen et al.
Journal of inorganic biochemistry, 254, 112518-112518 (2024-03-10)
Cisplatin is widely used as anticancer drugs, and DNA is considered as the main target. Considering its high affinity towards cysteines and the important role of cystine containing proteins, we applied a competitive activity-based protein profiling strategy to identify protein



全球贸易项目编号

货号GTIN
SML4170-5MG04065272630283
SML4170-25MG04065272630276