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57865

Sigma-Aldrich

4-Nitrophenyl iodoacetate

≥99.0%

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About This Item

Empirical Formula (Hill Notation):
C8H6INO4
CAS Number:
Molecular Weight:
307.04
Beilstein:
1970746
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99.0%

mp

79-82 °C

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(OC(=O)CI)cc1

InChI

1S/C8H6INO4/c9-5-8(11)14-7-3-1-6(2-4-7)10(12)13/h1-4H,5H2

InChI key

GERXSZLDSOPHJV-UHFFFAOYSA-N

Other Notes

For introducing the iodoacetyl group in peptides; Synthesis of N-methyl iodoacetamide

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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K Sutoh et al.
Biochemistry, 27(8), 2964-2969 (1988-04-19)
Subfragment 1 (S1) prepared from rabbit skeletal muscle myosin was digested with trypsin to cleave the 95K heavy chain into three pieces, i.e., the 23K, 50K, and 20K fragments. The trypsin-treated S1 was then cross-linked with p-nitrophenyl iodoacetate. The cross-linker
T Hiratsuka
Biochemistry, 26(11), 3168-3173 (1987-06-02)
When myosin subfragment 1 (S-1) reacts with the bifunctional reagents with cross-linking spans of 3-4.5 A, p-nitrophenyl iodoacetate and p-nitrophenyl bromoacetate, the 20-kilodalton (20-kDa) segment of the heavy chain is cross-linked to the 26-kDa segment via the reactive thiol SH2.
U Ramseier et al.
Analytical biochemistry, 221(2), 231-233 (1994-09-01)
Cysteine residues derivatized with N-methyl iodoacetamide (MIAA) can be analyzed by the Edman sequencing with a high degree of reliability. By HPLC, the phenylthiohydantoin (PTH) derivative of MIAA-modified cysteine eluted between dimethylphenylthiourea and PTH-Ala--a wide gap which is not occupied
Ya Zhang et al.
International journal of nanomedicine, 7, 1015-1022 (2012-03-10)
Polymersomes are nanosized vesicles formed from amphiphilic block copolymers, and have been identified as potential drug delivery vehicles to the inner ear. The aim of this study was to provide targeting to specific cells within the inner ear by functionalizing
Synthesis and characterization of two fluorescent sulfhydryl reagents.
E N Hudson et al.
Biochemistry, 12(21), 4154-4161 (1973-10-09)

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