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857858

5-Iodouracil

Name: 5-Iodouracil
Brand: ALDRICH

98%

Synonym(s):

2,4-Dihydroxy-5-iodopyrimidine

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About This Item

Empirical Formula (Hill Notation):

C₄H₃IN₂O₂

CAS Number:

696-07-1

Molecular Weight:

237.98

NACRES:

NA.22

PubChem Substance ID:

24888454

UNSPSC Code:

12352100

EC Number:

211-788-2

MDL number:

MFCD00006020

Assay:

98%

Form:

powder

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Properties

Quality Level

100

assay

98%

form

powder

mp

274-276 °C (dec.) (lit.)

functional group

iodo

storage temp.

2-8°C

SMILES string

IC1=CNC(=O)NC1=O

InChI

1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

InChI key

KSNXJLQDQOIRIP-UHFFFAOYSA-N

Description

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

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Crystal structure of the productive ternary complex of dihydropyrimidine dehydrogenase with NADPH and 5-iodouracil. Implications for mechanism of inhibition and electron transfer.

Doreen Dobritzsch et al.

The Journal of biological chemistry, 277(15), 13155-13166 (2002-01-18)

Dihydroprymidine dehydrogenase catalyzes the first and rate-limiting step in pyrimidine degradation by converting pyrimidines to the corresponding 5,6- dihydro compounds. The three-dimensional structures of a binary complex with the inhibitor 5-iodouracil and two ternary complexes with NADPH and the inhibitors

Highly efficient photochemical 2'-deoxyribonolactone formation at the diagonal loop of a 5-iodouracil-containing antiparallel G-quartet.

Yan Xu et al.

Journal of the American Chemical Society, 126(20), 6274-6279 (2004-05-20)

To explore the structure-dependent hydrogen abstraction in antiparallel and parallel G-quartet DNA structures, the photochemical reactivity of 5-iodouracil ((I)U)-containing human telomeric DNA 22-mers was investigated under the 302 nm UV irradiation conditions. We discovered that only antiparallel ODN 4, in

Photocrosslinking of 5-iodouracil-substituted RNA and DNA to proteins.

M C Willis et al.

Science (New York, N.Y.), 262(5137), 1255-1257 (1993-11-19)

5-Iodouracil-substituted RNA and DNA were crosslinked regiospecifically to associated proteins in yields of 70 to 94% of bound nucleic acid. Irradiation of the iodouracil chromophore with monochromatic, long-wavelength ultraviolet radiation (325 nanometers) eliminates excitation of other nucleic acid and protein

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