Pteridic acid B
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| Category | Others |
| Catalog number | BBF-02072 |
| CAS | |
| Molecular Weight | 364.47 |
| Molecular Formula | C21H32O5 |
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Description
Pteridic acid B is a plant growth promoter produced by Streptomyces hygrescopicus TP-A0451. It has Auxin-like plant growth hormone activity, and 1 nmol/L can promote the growth of legumes and other plant roots.
Properties
| Appearance | Light Yellow Oil |
Reference Reading
1. Total synthesis of pteridic acids A and B
Luiz C Dias, Airton G Salles J Org Chem. 2009 Aug 7;74(15):5584-9. doi: 10.1021/jo9010365.
The total synthesis of pteridic acids A and B is reported. The convergent asymmetric synthesis involved the use of a diastereoselective ethyl ketone aldol reaction followed by an efficient spiroketalization and provided pteridic acids A and B in 2.9% and 2.8% overall yield, respectively.
2. Total synthesis of pteridic acids A and B
Takashi Nakahata, Shohei Fujimura, Shigefumi Kuwahara Chemistry. 2006 Jun 2;12(17):4584-93. doi: 10.1002/chem.200600134.
Pteridic acid A (1) is a spirocyclic octaketide produced by the phytoepiphytic actinomycete Streptomyces hygroscopicus TP-A0451 and possesses potent plant-growth-promoting activity comparable to that of indole-3-acetic acid. The enantioselective total synthesis of this natural product was achieved by employing the Sn(OTf)(2)-mediated Evans aldol reaction and the Fukuyama acetylenic coupling reaction as the key C--C bond-forming steps producing 1 through a 14-step sequence in 22 % overall yield from a known oxazolidinone derivative. MgBr(2)-mediated equilibration of an anomerically favored spirocyclic intermediate used for the synthesis of 1 brought about partial epimerization of the spirocenter to give the corresponding anomerically disfavored epimer, which was converted into pteridic acid B (11-epi-1), another plant-growth promoter of the same microbial origin.
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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 ╳
