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MedKoo product information:
Alanosine
Description of L-alanosine: L-alanosine is an
amino acid analogue and antibiotic derived from the bacterium
Streptomyces alanosinicus with antimetabolite and potential
antineoplastic activities. L-alanosine inhibits adenylosuccinate
synthetase, which converts inosine monophospate (IMP) into
adenylosuccinate, an intermediate in purine metabolism. L-alanosine-induced
disruption of de novo purine biosynthesis is potentiated by
methylthioadenosine phosphorylase (MTAP) deficiency. The clinical use of
this agent may be limited by its toxicity profile. MTAP is a key enzyme
in the adenine and methionine salvage pathways. Check for
active clinical trials or
closed clinical trials using this agent. (NCI
Thesaurus).
Current developer:
Gilead (Originator)
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MedKoo Code#: 200130
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Name: Alanosine
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CAS#: 16931-22-9
Synonym:
alanosine; L-alanosine sodium; Code name: SDX-102.
IUPAC/Chemical name:
(S)-2-amino-3-(hydroxy(nitroso)amino)propanoic acid
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Chemical structure |
Theoretical analysis
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Chemical Formula: C3H7N3O4
Exact Mass: 149.04366
Molecular Weight: 149.10
Elemental Analysis: C, 24.17; H, 4.73; N,
28.18; O, 42.92
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Availability and price:
Alanosine
is available through custom synthesis.
To inquire quotation and lead time or to ask questions, please send email to
sales@medkoo.com to describe your needs. A representative
will respond your email shortly. We offer big discount for orders of bulk quantities.
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Quality control
data:
Product will be shipped with
supporting analytical data.
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Information about this agent
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1: Efferth T. Personalized Cancer Medicine:
From Molecular Diagnostics to Targeted Therapy with Natural Products.
Planta Med. 2010 May 19. [Epub ahead of print] PubMed PMID: 20486071.
2: Tomillero A, Moral MA. Gateways to clinical trials. Methods Find Exp
Clin Pharmacol. 2009 Sep;31(7):463-93. PubMed PMID: 19907722.
3: Kindler HL, Burris HA 3rd, Sandler AB, Oliff IA. A phase II
multicenter study of L-alanosine, a potent inhibitor of adenine
biosynthesis, in patients with MTAP-deficient cancer. Invest New Drugs.
2009 Feb;27(1):75-81. Epub 2008 Jul 11. PubMed PMID: 18618081.
4: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods
Find Exp Clin Pharmacol. 2007 Dec;29(10):697-735. PubMed PMID: 18200333.
5: Bonomo J, Lynch MD, Warnecke T, Price JV, Gill RT. Genome-scale
analysis of anti-metabolite directed strain engineering. Metab Eng. 2008
Mar;10(2):109-20. Epub 2007 Nov 5. PubMed PMID: 18093856.
6: Bilodeau-Goeseels S, Sasseville M, Guillemette C, Richard FJ. Effects
of adenosine monophosphate-activated kinase activators on bovine oocyte
nuclear maturation in vitro. Mol Reprod Dev. 2007 Aug;74(8):1021-34.
PubMed PMID: 17290417.
7: Marcé S, Balagué O, Colomo L, Martinez A, Höller S, Villamor N, Bosch
F, Ott G, Rosenwald A, Leoni L, Esteller M, Fraga MF, Montserrat E,
Colomer D, Campo E. Lack of methylthioadenosine phosphorylase expression
in mantle cell lymphoma is associated with shorter survival:
implications for a potential targeted therapy. Clin Cancer Res. 2006 Jun
15;12(12):3754-61. PubMed PMID: 16778103.
8: Li XM, Kanekal S, Crépin D, Guettier C, Carrière J, Elliott G, Lévi
F. Circadian pharmacology of L-alanosine (SDX-102) in mice. Mol Cancer
Ther. 2006 Feb;5(2):337-46. PubMed PMID: 16505107.
9: Huang J, Lipscomb WN. T-state active site of aspartate
transcarbamylase: crystal structure of the carbamyl phosphate and L-alanosine
ligated enzyme. Biochemistry. 2006 Jan 17;45(2):346-52. PubMed PMID:
16401065.
10: Karikari CA, Mullendore M, Eshleman JR, Argani P, Leoni LM,
Chattopadhyay S, Hidalgo M, Maitra A. Homozygous deletions of
methylthioadenosine phosphorylase in human biliary tract cancers. Mol
Cancer Ther. 2005 Dec;4(12):1860-6. PubMed PMID: 16373701.
11: Batova A, Cottam H, Yu J, Diccianni MB, Carrera CJ, Yu AL. EFA
(9-beta-D-erythrofuranosyladenine) is an effective salvage agent for
methylthioadenosine phosphorylase-selective therapy of T-cell acute
lymphoblastic leukemia with L-alanosine. Blood. 2006 Feb
1;107(3):898-903. Epub 2005 Oct 18. PubMed PMID: 16234352; PubMed
Central PMCID: PMC1895892.
12: Powell EL, Leoni LM, Canto MI, Forastiere AA, Iocobuzio-Donahue CA,
Wang JS, Maitra A, Montgomery E. Concordant loss of MTAP and p16/CDKN2A
expression in gastroesophageal carcinogenesis: evidence of homozygous
deletion in esophageal noninvasive precursor lesions and therapeutic
implications. Am J Surg Pathol. 2005 Nov;29(11):1497-504. PubMed PMID:
16224217.
13: Huang Y, Dai Z, Barbacioru C, Sadée W. Cystine-glutamate transporter
SLC7A11 in cancer chemosensitivity and chemoresistance. Cancer Res. 2005
Aug 15;65(16):7446-54. PubMed PMID: 16103098.
14: Capella G, Caldas C. MTAP homozygous deletion: an Achilles heel of
human cancers ready for clinical use? Cancer Biol Ther. 2005
Mar;4(3):347. Epub 2005 Mar 9. PubMed PMID: 15876862.
15: Li W, Su D, Mizobuchi H, Martin DS, Gu B, Gorlick R, Cole P, Bertino
JR. Status of methylthioadenosine phosphorylase and its impact on
cellular response to L-alanosine and methylmercaptopurine riboside in
human soft tissue sarcoma cells. Oncol Res. 2004;14(7-8):373-9. PubMed
PMID: 15301428.
16: Gantverg A, Elliott G, Pineault J, Demers R. Determination of
derivatized l-alanosine in plasma by liquid chromatography-tandem mass
spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Apr
25;803(2):311-5. PubMed PMID: 15063341.
17: Efferth T, Gebhart E, Ross DD, Sauerbrey A. Identification of gene
expression profiles predicting tumor cell response to L-alanosine.
Biochem Pharmacol. 2003 Aug 15;66(4):613-21. PubMed PMID: 12906926.
18: Illei PB, Rusch VW, Zakowski MF, Ladanyi M. Homozygous deletion of
CDKN2A and codeletion of the methylthioadenosine phosphorylase gene in
the majority of pleural mesotheliomas. Clin Cancer Res. 2003
Jun;9(6):2108-13. PubMed PMID: 12796375.
19: Harasawa H, Yamada Y, Kudoh M, Sugahara K, Soda H, Hirakata Y,
Sasaki H, Ikeda S, Matsuo T, Tomonaga M, Nobori T, Kamihira S.
Chemotherapy targeting methylthioadenosine phosphorylase (MTAP)
deficiency in adult T cell leukemia (ATL). Leukemia. 2002
Sep;16(9):1799-807. PubMed PMID: 12200696.
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Contact MedKoo:
Email:
sales@medkoo.com
(Keyword; CAS#; MedKoo code#)
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