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Merck
CN

SML4170

Desthiobiotin-iodoacetamide

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H25IN4O3
CAS Number:
Molecular Weight:
424.28
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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