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About This Item
Empirical Formula (Hill Notation):
C14H25IN4O3
CAS Number:
Molecular Weight:
424.28
NACRES:
NA.21
SMILES string
ICC(NCCNC(CCCCC[C@H]1NC(N[C@H]1C)=O)=O)=O
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
Quality Level
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.
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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
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
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
Tom Kamperman et al.
Nature communications, 10(1), 4347-4347 (2019-09-27)
Spatiotemporal control over engineered tissues is highly desirable for various biomedical applications as it emulates the dynamic behavior of natural tissues. Current spatiotemporal biomaterial functionalization approaches are based on cytotoxic, technically challenging, or non-scalable chemistries, which has hampered their widespread
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