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Merck
CN

57865

4-Nitrophenyl iodoacetate

≥99.0%

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About This Item

Empirical Formula (Hill Notation):
C8H6INO4
CAS Number:
Molecular Weight:
307.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
250-536-6
Beilstein/REAXYS Number:
1970746
MDL number:
Assay:
≥99.0%
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Product Name

4-Nitrophenyl iodoacetate, ≥99.0%

InChI key

GERXSZLDSOPHJV-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥99.0%

mp

79-82 °C

storage temp.

2-8°C

Other Notes

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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.
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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