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I4377

Sigma-Aldrich

2′,3′-O-Isopropylideneguanosine

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About This Item

Empirical Formula (Hill Notation):
C13H17N5O5
CAS Number:
362-76-5
Molecular Weight:
323.30
EC Number:
206-651-9
MDL number:
MFCD00057081
UNSPSC Code:
41106305
PubChem Substance ID:
24896054
NACRES:
NA.51

biological source

synthetic (organic)

Assay

≥98% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC1(C)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O1)n3cnc4C(=O)NC(N)=Nc34

InChI

1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)/t5-,7-,8-,11-/m1/s1

InChI key

XKPDAYWPKILAMO-IOSLPCCCSA-N

Application

2′,3′-O-Isopropylideneguanosine derivatives may be used as cap analogs.

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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H Kasai et al.
Environmental health perspectives, 67, 111-116 (1986-08-01)
Heated glucose is mutagenic to Salmonella typhimurium TA 100 in the absence of S-9 mix. For identifying unknown mutagens in heated glucose (dry solid, 200 degrees C, 20 min), reaction with isopropylideneguanosine (IPG) was followed by isolation and characterization of
G N Bennett et al.
Biochemistry, 14(14), 3152-3158 (1975-07-15)
A number of synthetic methods for the preparation of the 2-O-(alpha-methoxyethyl) derivatives of the 5-diphosphates of adenosine, cytidine, guanosine, and uridine have been studied in order to provide nucleotide substrates that can be applied to the synthesis of specific oligoribonucleotides
Anilkumar R Kore et al.
Bioorganic & medicinal chemistry letters, 18(17), 4828-4832 (2008-08-08)
The synthesis and biological evaluation of a new cap analog, which is modified at the C2' and C3' positions of N(7)-methylguanosine is reported. The new cap analog, P(1)-2',3'-isopropylidene, 7-methylguanosine-5'P(3)-guanosine-5'triphosphate was assayed with respect to its effects on efficiency of incorporation
H Kasai et al.
IARC scientific publications, 70(70), 413-418 (1986-01-01)
Mutagens present in crude samples such as heated glucose can be detected or identified by means of the adducts formed upon reaction with a fluorescent guanosine derivative (FG) or isopropylideneguanosine (IPG). After the reaction of IPG with heated glucose, two

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