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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

W T Stump et al.
RNA (New York, N.Y.), 1(1), 55-63 (1995-03-01)
The N-terminal RNA binding domain (RBD) of the human U1A snRNP protein binds tightly and specifically to an RNA hairpin that contains a 10-nucleotide loop. The protein is one of a class of RNA binding proteins that adopts a beta
B L Golden et al.
RNA (New York, N.Y.), 2(12), 1295-1305 (1996-12-01)
For small RNAs, isomorphous heavy-atom derivatives can be obtained by crystallizing synthetic versions that incorporate modified nucleotides such as iodo- or bromouridine. However, such a synthetic approach is not yet feasible for RNAs greater than approximately 40 nt. We have
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.
Dehalogenation reactions in fast atom bombardment mass spectrometry.
S K Sethi et al.
Analytical chemistry, 56(11), 1975-1977 (1984-09-01)
Daniel E Ryan et al.
RNA (New York, N.Y.), 10(8), 1251-1265 (2004-07-24)
Elucidation of the three-dimensional (3D) structures of the two sequential active sites in spliceosomes is essential for understanding the mechanism of premessenger RNA splicing. The mechanism is predicted to be catalyzed by the small nuclear RNA (snRNA) components of spliceosomes.
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