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852597

Sigma-Aldrich

5-Iodouridine

95%

Synonym(s):

2,4-Dihydroxy-5-iodo-1-β-D-ribofuranosylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C9H11IN2O6
CAS Number:
1024-99-3
Molecular Weight:
370.10
Beilstein:
33665
EC Number:
213-833-1
MDL number:
MFCD00006532
UNSPSC Code:
12352100
PubChem Substance ID:
24888326
NACRES:
NA.22

Quality Level

200

Assay

95%

form

powder

mp

205-207 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(I)C(=O)NC2=O

InChI

1S/C9H11IN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

InChI key

RKSLVDIXBGWPIS-UAKXSSHOSA-N

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Related Categories

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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5-Chloro-2′-deoxyuridine thymidine analog

Sigma-Aldrich

C6891

5-Chloro-2′-deoxyuridine

Loïc Ropartz et al.
Chemical communications (Cambridge, England), (15)(15), 1556-1558 (2007-04-05)
Novel transition metal catalysts based on oligonucleotides can be easily obtained by functionalization of 5-iodouridine with phosphine ligands, resulting in good asymmetric induction in palladium catalyzed allylic nucleophilic substitution.
Y C Cheng et al.
Journal of virological methods, 5(3-4), 209-217 (1982-11-01)
A rapid, reproducible and objective new method for typing herpes simplex viruses type 1 (HSV-1) and type 2 (HSV-2) based on the effects of virus-induced thymidine kinases on various antiviral drugs has been developed. When several laboratory strains and clinical
Y Mikata et al.
Biochemistry, 40(25), 7533-7541 (2001-06-20)
Laser-induced photo-cross-linking was investigated for DNA, modified with cisplatin at specific sites, bound to structure-specific recognition domains of proteins in the high-mobility group (HMG) class. The efficiency of photo-cross-linking depends on the wavelength and power of the laser, the nature
P Martel et al.
Journal of biomolecular structure & dynamics, 12(2), 401-411 (1994-10-01)
This paper reports on the first coherent neutron scattering measurements ever carried out on the vibrational spectrum of a nucleoside analog. Frequencies up to 3.5 Thz belonging to some half-dozen dispersion curves have been measured in a plane normal to
K Shah et al.
Bioconjugate chemistry, 5(6), 508-512 (1994-11-01)
The synthesis of three new photoactive RNA phosphoramidites, 5-bromouridine, 5-iodouridine, and O4-triazolouridine, is reported. The 5' OH of bromouridine and iodouridine were protected as dimethoxytrityl ether using dimethoxytrityl chloride and pyridine. Selective protection of 2' OH was achieved as the
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