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P55805

Sigma-Aldrich

Purine

98%

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Synonym(s):
7H-Imidazo(4,5-d)pyrimidine
Empirical Formula (Hill Notation):
C5H4N4
CAS Number:
Molecular Weight:
120.11
Beilstein:
3200
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

mp

214-217 °C (lit.)

SMILES string

c1ncc2nc[nH]c2n1

InChI

1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)

InChI key

KDCGOANMDULRCW-UHFFFAOYSA-N

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General description

Purine is a heterocyclic organic compound constituting a pyrimidine ring fused to an imidazole ring.

Application

Purine can undergo direct C-H functionalization in the presence of palladium catalyst to form various biologically important products.

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)

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New developments in direct functionalization of C-H and N-H bonds of purine bases via metal catalyzed cross-coupling reactions.
Abdoli M, et al.
Royal Society of Chemistry Advances, 55(5), 44371-44389 (2015)
Jiyeun Kate Kim et al.
The ISME journal, 8(3), 552-563 (2013-10-04)
The Riptortus-Burkholderia symbiotic system represents a promising experimental model to study the molecular mechanisms involved in insect-bacterium symbiosis due to the availability of genetically manipulated Burkholderia symbiont. Using transposon mutagenesis screening, we found a symbiosis-deficient mutant that was able to
Hiroshi Ashihara et al.
Phytochemistry, 69(4), 841-856 (2007-12-11)
Details of the recently elucidated biosynthetic pathways of caffeine and related purine alkaloids are reviewed. The main caffeine biosynthetic pathway is a sequence consisting of xanthosine-->7-methylxanthosine-->7-methylxanthine-->theobromine-->caffeine. Genes encoding N-methyltransferases involved in three of these four reactions have been isolated and
Benshang Li et al.
Nature medicine, 21(6), 563-571 (2015-05-12)
Relapse is the leading cause of mortality in children with acute lymphoblastic leukemia (ALL). Among chemotherapeutics, thiopurines are key drugs in ALL combination therapy. Using whole-exome sequencing, we identified relapse-specific mutations in the phosphoribosyl pyrophosphate synthetase 1 gene (PRPS1), which
Elijah Oyoo-Okoth et al.
Aquatic toxicology (Amsterdam, Netherlands), 124-125, 34-40 (2012-08-14)
Infestation of fish by endoparasites may potentially influence metal uptake and elimination by the host. We quantified the metal uptake rate constant (k(u)) and efflux rate constants (k(e)) of radiolabeled Cd and Co in the cyprinid fish Rastrineobola argentea experimentally

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