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2-?????????

2-?????????
2-????????? ??? ???
?? ??:
144-48-9
???:
2-?????????
???(??):
2-??????????;2-?????????;2-?????????
???:
2-Iodoacetamide
???(??):
IODOACETAMIDE;IAM;IODACETAMIDE;Surauto;usafd-1;USAF d-1;2-Iodacetamid;Iodoethanamide;2-iodo-acetamid;2-IODOACETAMIDE
CBNumber:
CB4760867
???:
C2H4INO
??? ??:
184.96
MOL ??:
144-48-9.mol
MSDS ??:
SDS

2-????????? ??

???
92-95 °C(lit.)
?? ?
297.1±23.0 °C(Predicted)
??
2.1103 (estimate)
?? ??
2-8°C
???
?, ??? ????? ? ???? ?????. ???? ?? ?????.
??? ??
?? ??
?? ?? (pKa)
15.16±0.40(Predicted)
??
???? ?? ??? ?? ????
???? ??
synthetic (organic)
???
H2O: 20°C?? 0.5M, ??, ??
??
Light Sensitive
BRN
1739080
???
?????? ?? ?????. ????, ???, ???, ?? ???? ????.
InChIKey
PGLTVOMIXTUURA-UHFFFAOYSA-N
CAS ??????
144-48-9(CAS DataBase Reference)
NIST
Alpha-iodo acetamide(144-48-9)
EPA
2-Iodoacetamide (144-48-9)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T
?? ???? ?? 25-42/43-43-36/37/38-53
????? 22-36/37-45-37/39-26-24
????(UN No.) UN 2811 6.1/PG 3
WGK ?? 3
RTECS ?? AC4200000
F ?????? 8-10-21
TSCA T
?? ?? 6.1
???? III
HS ?? 29241900
???? ?? KE-21033
????(GHS): GHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H301 ??? ??? ?? ?? ?? - ?? ?? 3 ?? GHS hazard pictograms P264, P270, P301+P310, P321, P330,P405, P501
H317 ????? ?? ??? ??? ? ?? ?? ??? ?? ?? 1 ?? GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 ?? ? ????? ??, ?? ?? ?? ?? ?? ??? ? ?? ??? ??? ?? ?? 1 ?? GHS hazard pictograms P261, P285, P304+P341, P342+P311,P501
H413 ??? ??? ?? ????? ??? ??? ?? ?? ????? ?? - ?? ?? 4
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P273 ???? ???? ???.
P280 ????/???/???/?????? ?????.
P301+P310 ???? ?? ????(??)? ??? ????.
P302+P352 ??? ??? ??? ?? ????.
NFPA 704
1
3 0

2-????????? MSDS


2-Iodoacetamide

2-????????? C??? ??, ??, ??

??? ??

White solid in amber, foil sealed microtubes. Soluble in hot water, easily soluble in ethanol.

??

2-Iodoacetamide is an alkylating reagent for cysteine residues in peptide sequencing. Its actions are similar to those of iodoacetate. By virtue of reaction with cysteine, it is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibition of ribonuclease.

?? ??

Alkylating agent used in peptide mapping because it covalently binds with the thiols in cysteine to prevent disulfide bond formation 2-Iodoacetamide is used as an electrophile for covalent modification of nucleophilic residues on proteins such as cysteine, methionine and histidine. It is used to bind with thiol group of cysteine, thereby it protects the formation disulfide bonds. It is involved as an inhibitor of deubiquitinase enzymes (DUBs). Further, it acts as an alkylating sulfhydryl reagent.

???? ??

Iodoacetamide acts as an alkylating reagent for cysteine residues in peptide sequencing. It is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibiting ribonuclease.

Synthesis

2-Iodoacetamide is synthesized by reacting chloroacetamide with sodium iodide. The chloroacetamide, anhydrous acetone, and anhydrous sodium iodide were refluxed on the bath for 15h. Cool to room temperature, filter out sodium chloride, recover acetone, pour into ice water of sodium bisulfate after a little cooling, and then neutralize to pH 6 with saturated sodium sulfate solution. Cool to crystallize and filter to obtain crude product. The crude product is recrystallized with water to obtain the finished product.

Purification Methods

Crystallise it from water or CCl4. It is used for tagging proteins. [Gurd Methods Enzymol 25 424 1972, Beilstein 2 IV 536.]

?? ??

Store in a cool place. Light and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

2-????????? ?? ?? ? ???

???

Dry acetone ??? 2-?????????? ???????? IODOACETIC ANHYDRIDE Iodoacetonitrile 2-?????????

?? ??

2-(4-??????)?????? 1H-Pyrrole-2-Acetamide(WX619054) 2-[5-Fluoro-2-(toluene-4-sulfonylimino)-2H-pyridin-1-yl]-acetamide

2-????????? ?? ??

???( 410)?? ??
??? ?? ??? ?? ?? ? ??
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