A-72363 A2
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03164 |
| CAS | |
| Molecular Weight | 218.21 |
| Molecular Formula | C8H14N2O5 |
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Description
A-72363 A2 is a Heparanase inhibitor produced by Streptomyces nobilis SANK 60192.
Specification
| Synonyms | A-72363 A-2; 4beta,5beta-Dihydroxy-6beta-(acetylamino)piperidine-3alpha-carboxylic acid |
| IUPAC Name | (3S,4R,5S,6R)-6-acetamido-4,5-dihydroxypiperidine-3-carboxylic acid |
| Canonical SMILES | CC(=O)NC1C(C(C(CN1)C(=O)O)O)O |
| InChI | InChI=1S/C8H14N2O5/c1-3(11)10-7-6(13)5(12)4(2-9-7)8(14)15/h4-7,9,12-13H,2H2,1H3,(H,10,11)(H,14,15)/t4-,5+,6+,7+/m0/s1 |
| InChI Key | DQTKLICLJUKNCG-BDVNFPICSA-N |
Properties
| Appearance | White Powder |
| Boiling Point | 579.2±50.0°C at 760 mmHg |
| Density | 1.5±0.1 g/cm3 |
| Solubility | Soluble in Water |
Reference Reading
1. A-72363 A-1, A-2 and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192. I. Taxonomy of producing organism, fermentation, isolation and structure elucidation
T Takatsu, M Takahashi, Y Kawase, R Enokita, T Okazaki, H Matsukawa, K Ogawa, Y Sakaida, T Kagasaki, T Kinoshita, M Nakajima, K Tanzawa J Antibiot (Tokyo). 1996 Jan;49(1):54-60. doi: 10.7164/antibiotics.49.54.
Novel heparanse inhibitors, A72363 A-1, A-2, and C, were isolated from the culture filtrate of Streptomyces nobilis SANK 60192 by column chromatography on various resinous adsorbents, followed by preparative anion exchange HPLC. Spectroscopic studies revealed that they are diastereomers of siastatin B, a neuraminidase inhibitor.
2. A-72363 A-1, A-2, and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192, II. Biological activities
Y Kawase, M Takahashi, T Takatsu, M Arai, M Nakajima, K Tanzawa J Antibiot (Tokyo). 1996 Jan;49(1):61-4. doi: 10.7164/antibiotics.49.61.
Inhibitory activities of A-72363 A-1, A-2 and C, the diastereomers of a neuraminidase inhibitor siastatin B, against various glycosidases were tested in comparison to siastatin B. Despite these compounds differing only in their configuration, each compound showed strikingly different specificities towards the various glycosidases tested. A-72363 C inhibited bovine liver beta-glucuronidase and tumor cell heparanase with IC50 values of 1.6 microM and 12 microM, respectively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
