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Merck
CN

SMB00287

Sigma-Aldrich

间型霉素 A

from Streptomyces kaniharaensis, ≥98% (HPLC)

别名:

1-C-(7-Amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-(1S)-D-Ribitol, 7-Amino-3-(β-D-ribofuranosyl)-1H-pyrazolo[4,3-d]pyrimidine, 8-Aza-9-deazaadenosine, Formycin, NSC 102811

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关于此项目

经验公式（希尔记法）:
C10H13N5O4
化学文摘社编号:
6742-12-7
分子量:
267.24
Beilstein:
624229
MDL编号:
MFCD00036807
UNSPSC代码:
51102829
PubChem化学物质编号:
329824924
NACRES:
NA.85

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生物来源

Streptomyces kaniharaensis

质量水平

200

方案

≥98% (HPLC)

表单

powder

储存条件

(Keep container tightly closed in a dry and well-ventilated place.)

颜色

white to off-white

溶解性

DMSO: soluble 1 mg/mL
H2O: soluble 3 mg/mL

抗生素抗菌谱

viruses (Antiretroviral)

作用机制

enzyme | inhibits

储存温度

−20°C

SMILES字符串

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI key

OIRDTQYFTABQOQ-KQYNXXCUSA-N

基因信息

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)

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相关类别

一般描述

Chemical structure: nucleoside
Formycin A is an adenosine analog, and is cytotoxic in nature. It acts as a substrate for the human enzymes human erythrocytic adenosine deaminase and adenosine kinase.

生化/生理作用

Formycin A (FA) is a C-nucleoside that inhibits the E.coli enzyme purine nucleoside phosphorylase (PNP).
Formycin A (FA) is a C-nucleoside that inhibits the E.coli enzyme purine nucleoside phosphorylase (PNP). FA was found to upsurge insulin release elevated by glucose, and was also shown to inhibit 5′-Methylthioadenosine/S-adenosylhomocysteine (MTA/AdoHcy) nucleosidase, an enzyme important in the recycling of methionine. Research has shown FA is an antiretroviral agent against HIV-1, targeting reverse transcription.
Formycin A possess antitumor function, along with its antibacterial and antiviral activity.

包装

10MG

其他说明

Keep container tightly closed in a dry and well-ventilated place.
Store the product sealed at –20 °C. Under these conditions the product is stable for at least 4 years.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000245428
0000242445
0000245428
0000242445
0000125833

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C-4? Truncated carbocyclic formycin derivatives
Zhou J, et al.
Tetrahedron, 62(29), 7009-7013 (2006)
Helmut Rosemeyer et al.
Chemistry & biodiversity, 16(4), e1900012-e1900012 (2019-02-19)
Two lipophilic derivatives of formycin A (1) and formycin B (5) carrying an O-2',3'-(ethyl levulinate) ketal group have been prepared. These were base-alkylated at N(1) (for 1) and N(1) and N(6) (for 5) with both isopentenyl and all-trans-farnesyl residues. Upon
R P Agarwal et al.
The Journal of clinical investigation, 57(4), 1025-1035 (1976-04-01)
Deficiency of erythrocytic and lymphocytic adenosine deaminase (ADA) occurs in some patients with severe combined immunodeficiency disease (SCID). SCID with ADA deficiency is inherited as an autosomal recessive trait. ADA is markedly reduced or undetectable in affected patients (homozygotes), and
W J Malaisse et al.
Biochemical and molecular medicine, 57(1), 47-63 (1996-02-01)
Formycin A augments insulin release evoked by glucose (5.6 mm or more), this effect not being rapidly reversible. The mechanism responsible for the insulinotropic action of formycin A was investigated in isolated pancreatic islets. It could not be ascribed to
Jeffrey E Lee et al.
The Journal of biological chemistry, 278(10), 8761-8770 (2002-12-24)
5'-Methylthioadenosine/S-adenosylhomocysteine (MTA/AdoHcy) nucleosidase is a key enzyme in a number of critical biological processes in many microbes. This nucleosidase catalyzes the irreversible hydrolysis of the N(9)-C(1') bond of MTA or AdoHcy to form adenine and the corresponding thioribose. The key
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