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327859

Sigma-Aldrich

2′,3′-Dideoxy-5-iodouridine

97%

Synonym(s):

5-Iodo-2′,3′-dideoxyuridine

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About This Item

Empirical Formula (Hill Notation):
C9H11IN2O4
CAS Number:
105784-83-6
Molecular Weight:
338.10
Beilstein:
5956836
MDL number:
MFCD00074877
UNSPSC Code:
12352100
PubChem Substance ID:
24859698
NACRES:
NA.22

Assay

97%

mp

176 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

OC[C@@H]1CC[C@@H](O1)N2C=C(I)C(=O)NC2=O

InChI

1S/C9H11IN2O4/c10-6-3-12(9(15)11-8(6)14)7-2-1-5(4-13)16-7/h3,5,7,13H,1-2,4H2,(H,11,14,15)/t5-,7+/m0/s1

InChI key

OBGFSDPYSQAECJ-CAHLUQPWSA-N

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General description

2′,3′-Dideoxy-5-iodouridine is commonly used as research tool for antiviral and anticancer studies.

Application

2′,3′-Dideoxy-5-iodouridine (5-Iodo-2′,3′-dideoxyuridine) was used in preparation of fluorescence-tagged chain-terminating reagents, T-526, for rapid DNA sequencing.

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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J M Prober et al.
Science (New York, N.Y.), 238(4825), 336-341 (1987-10-16)
A DNA sequencing system based on the use of a novel set of four chain-terminating dideoxynucleotides, each carrying a different chemically tuned succinylfluorescein dye distinguished by its fluorescent emission is described. Avian myeloblastosis virus reverse transcriptase is used in a
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Aldrichimica Acta, 20, 52-52 (1987)

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