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452-06-2

452-06-2 structure
452-06-2 structure
  • Name: 2-Aminopurine
  • Chemical Name: 2-aminopurine
  • CAS Number: 452-06-2
  • Molecular Formula: C5H5N5
  • Molecular Weight: 135.127
  • Catalog: Biochemical Nucleoside drugs Nucleotides and their analogues
  • Create Date: 2018-03-12 08:00:00
  • Modify Date: 2024-01-01 20:20:19
  • 2-Aminopurine, a fluorescent analog of guanosine and adenosine, is a widely used fluorescence-decay-based probe of DNA structure. When 2-Aminopurine is inserted in anoligonucleotide, its fluorescence is highly quenched by stacking with the natural bases. 2-Aminopurine has been used to probe nucleic acid structure and dynamics[1][2].
Name 2-aminopurine
Synonyms 2-Aminoperin
iso-Adenine
2-Aminopurine
3H-Purin-2-amine
MFCD07357244
7H-Purin-2-amine
9H-Purin-2-amine
2-amino purine
EINECS 207-197-4
9H-purin-2-ylamine
Purine, 2-amino-
2-amino-6-purine
1H-Purin-2-amine
4-aminopurine
2-amino-purin
SQ 22,451
Description 2-Aminopurine, a fluorescent analog of guanosine and adenosine, is a widely used fluorescence-decay-based probe of DNA structure. When 2-Aminopurine is inserted in anoligonucleotide, its fluorescence is highly quenched by stacking with the natural bases. 2-Aminopurine has been used to probe nucleic acid structure and dynamics[1][2].
Related Catalog
In Vitro 2-Aminopurine (2AP) is not valuable as afluorescent label because its fluorescence is highly quenched by stacking with the natural bases, when it is inserted in anoligonucleotide. However, it is this very susceptibility to interbase quenching that makes 2AP an exquisitely sensitivefluorescent probe of nucleic acid structure[1]. 2-Aminopurine differs from adenine (6-aminopurine) only in the position of the exocyclic amine group, and yet its fluorescence intensity is one thousand times that of adenine[1].
References

[1]. J M Jean, et al. 2-Aminopurine fluorescence quenching and lifetimes: role of base stacking. Proc Natl Acad Sci U S A. 2001 Jan 2;98(1):37-41.

[2]. Dehong Tan, et al. Decreased glycation and structural protection properties of γ-glutamyl-S-allyl-cysteine peptide isolated from fresh garlic scales (Allium sativum L.). Nat Prod Res. 2015;29(23):2219-22.
Density 1.9±0.1 g/cm3
Boiling Point 328.2±25.0 °C at 760 mmHg
Melting Point 280-282 °C(lit.)
Molecular Formula C5H5N5
Molecular Weight 135.127
Flash Point 152.3±23.2 °C
Exact Mass 135.054489
PSA 80.48000
LogP -1.33
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.954

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UO7475000
CHEMICAL NAME :
Purine, 2-amino-
CAS REGISTRY NUMBER :
452-06-2
LAST UPDATED :
199612
DATA ITEMS CITED :
28
MOLECULAR FORMULA :
C5-H5-N5
MOLECULAR WEIGHT :
135.15
WISWESSER LINE NOTATION :
T56 BN DM FN HNJ GZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
723 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
270 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Specific locus test

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Embryo
DOSE/DURATION :
100 mg/L
REFERENCE :
PNASA6 Proceedings of the National Academy of Sciences of the United States of America. (National Academy of Sciences, Printing & Pub. Office, 2101 Constitution Ave., Washington, DC 20418) V.1- 1915- Volume(issue)/page/year: 78,5685,1981
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S22-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UO7475000
HS Code 2933990090
10310-21-1 structure

10310-21-1

~85%

452-06-2 structure

452-06-2

Literature: Kusmierek, Jaroslaw; Czochralska, Barbara; Johansson, Nils Gunnar; Shugar, David Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1987 , vol. 41, # 10 p. 701 - 707
61991-08-0 structure

61991-08-0

~48%

452-06-2 structure

452-06-2

Literature: Goto; Toya; Ohgi; Kondo Tetrahedron Letters, 1982 , vol. 23, # 12 p. 1271 - 1274
33512-51-5 structure

33512-51-5

~90%

452-06-2 structure

452-06-2

Literature: Kos, Nico J.; Plas, Henk C. van der Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 2942 - 2945
154-42-7 structure

154-42-7

~%

452-06-2 structure

452-06-2

Literature: Anufriev, M. A.; Ratsino, E. V.; Elagin, L. M.; Sokolov, L. B.; Komarov, E. V. J. Gen. Chem. USSR (Engl. Transl.), 1982 , vol. 52, # 5 p. 1015 - 1019,884 - 887
77287-34-4 structure

77287-34-4

~%

452-06-2 structure

452-06-2

Literature: Saladino, Raffaele; Botta, Giorgia; Delfino, Michela; Di Mauro, Ernesto Chemistry - A European Journal, 2013 , vol. 19, # 50 p. 16916 - 16922
3546-50-7 structure

3546-50-7

14036-53-4 structure

14036-53-4

~59%

452-06-2 structure

452-06-2

Literature: Tisler, Miha; Stanovnik, Branko; Zrimsek, Zdenka Heterocycles, 1982 , vol. 17, p. 405 - 411
107550-74-3 structure

107550-74-3

~%

122999-44-4 structure

122999-44-4

452-06-2 structure

452-06-2

Literature: Nair, Vasu; Buenger, Greg S. Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3695 - 3697
3616-24-8 structure

3616-24-8

~%

18620-60-5 structure

18620-60-5

452-06-2 structure

452-06-2

Literature: Ratsep, Peter C.; Pless, Reynaldo C. Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3241 - 3246
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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