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You are at: All > Nucleotides > Nucleotides by Structural Class > Sugar Modified Nucleoside Triphosphates

N-4009
3'-Azido-2',3'-dideoxythymidine-5'-Triphosphate
3'-Azido-ddTTP, AZTTP, AZT-TP, Zidovudine Triphosphate, Azidothymidine Triphosphate

3'-Azido-2',3'-dideoxythymidine-5'-Triphosphate

Extinction Coefficient: 9,650 Lmol-1cm-1 at 267 nm
Molecular Weight: 507.1 g/mol (free acid)
Molecular Formula: C10H16N5O13P3 (free acid)
Salt Form: Lithium
Purity Specification: ≥98% by AX-HPLC

Shipped at 100 mM in H2O.
1 µmole: 10 µL
5 µmole: 50 µL
10 µmole: 100 µL


MSDS

Certificate(s) of Analysis



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Reference(s)
Brehm JH, Scott Y, Koontz DL, Perry S, Hammer S, Katzenstein D, Mellors JW, Sluis-Cremer N; Zidovudine (AZT) Monotherapy Selects for the A360V Mutation in the Connection Domain of HIV-1 Reverse Transcriptase. PLoS One. 2012;7(2):e31558.
Betancor G, et. al. Clinical, virological and biochemical evidence supporting the association of HIV-1 reverse transcriptase polymorphism R284K and thymidine analogue resistance mutations M41L, L210W and T215Y. Retrovirology. 2012 Aug 13;9(1):68.
Herman BD, et. al. Substrate mimicry: HIV-1 reverse transcriptase recognizes 6 modified-3'-azido-2',3'-dideoxyguanosine-5'-triphosphates as adenosine analogs. (2011) Nucleic Acids Research. Nucleic Acids Res. 2012 Jan;40(1):381-90.
Brehm J, Mellors J, Sluis-Cremer N. Mechanism by which a glutamine to leucine substitution at residue 509 in the ribonuclease H domian of HIV-1 reverse transcriptase confers zidovudine resistance. (2008) Biochemistry 47:14020-14027.
Zelina S, et al. Mechanisms by Which the G333D Mutation in Human Immunodeficiency Virus Type 1 Reverse Transcriptase Facilitates Dual Resistance to Zidovudine and Lamivudine, Antimicrobial Agents and Chemotherapy.
Marchand, B., White, K.L., Ly, J.K., Margot, N.A., Wang, R., McDermott, M., Miller, M.D., Gotte, M. Effects of the Translocation Status of Human Immunodeficiency Virus Type 1 Reverse Transcriptase on the Efficiency of Excision of Tenofivor (2007) Antimicr
Sluis-Cremer N, et al. Molecular Mechanism by Which the K70E Mutation in Human Immunodeficiency Virus Type 1 Reverse Transcriptase Confers Resistance to Nucleoside Reverse Transcriptase Inhibitors, Antimicrobial Agents and Chemotherapy.
Davis DA, Singer KE, Reynolds IP, Haque M, Yarchoan R. Hypoxia enhances the phosphorylation and cytotoxicity of ganciclovir and zidovudine in Kaposi's sarcoma-associated herpesvirus infected cells. Cancer Res. 2007 Jul 15;67(14):7003-10.
Parikh UM, et. al. In vitro activity of structurally diverse nucleoside analogs against human immunodeficiency virus type 1 with the K65R mutation in reverse transcriptase. Antimicrob Agents Chemother. 2005 Mar;49(3):1139-44.
Sluis-Cremer N, et. al. The 3'-Azido group is not the primary determinant of the 3'-Azido-3'-deoxythymidine (AZT) responsible for the excision of AZT-resistant HIV-1. J Biol Chem. 2005 Aug 12;280(32):29047-52.
Frankel FA, Marchand B, Turner D, Gotte M, Wainberg MA. Impaired rescue of chain-terminated DNA synthesis associated with the L74V mutation in human immunodeficiency virus type 1 reverse transcriptase. Antimicrob Agents Chemother. 2005 Jul;49(7):2657-64.
Munoz DP, Collins K. Biochemical properties of Trypanosoma cruzi telomerase. (2004) Nucleic Acids Res., 32(17): 5214-22.
Girouard M, Diallo K, Marchand B, McCormick S, Gotte M. Mutations E44D and V118I in the reverse transcriptase of HIV-1 play distinct mechanistic roles in dual resistance to AZT and 3TC. (2003) J Biol Chem., 278(36): 34403-10.
Marchand B, Gotte M. Site-specific footprinting reveals differences in the translocation status of HIV-1 reverse transcriptase. Implications for polymerase translocation and drug resistance. (2003) J Biol Chem., 278(37): 35362-72.
Meyer PR, et. al. Effects of specific zidovudine resistance mutations and substrate structure on nucleotide-dependent primer unblocking by human immunodeficiency virus type 1 reverse transcriptase. Antimicrob Agents Chemother. 2002 May;46(5):1540-5.
Espinosa JC, Tercero JA, Rubio MA, Jimenez A. The pur7 gene from the puromycin biosynthetic pur cluster of Streptomyces alboniger encodes a nudix hydrolase. (1999) J Bacteriol., 181(16): 4914-8.
Parker WB, et. al. Mechanism of inhibition of human immunodeficiency virus type 1 reverse transcriptase and human DNA polymerases alpha, beta, and gamma. J Biol Chem. 1991 Jan 25;266(3):1754-62.


 

 


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