AdipoGen Life Sciences

Makisterone A

CHF 55.00
In stock
AG-CN2-0073-C250250 µgCHF 55.00
AG-CN2-0073-M0011 mgCHF 150.00
AG-CN2-0073-M0055 mgCHF 450.00
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Product Details
Synonyms 2β,3β,14α,20R,22R,25-Hexahydroxy-5β-24R-ergost-7-en-6-one
Product Type Chemical
Properties
Formula

C28H46O7

MW 494.7
CAS 20137-14-8
Source/Host Chemicals Isolated from Ipomoea hederacea.
Purity Chemicals ≥95% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in acetic acid, ethanol, methanol or DMSO. Sparingly soluble in chloroform. Insoluble in water.
Identity Identity determined by 1H-NMR.
InChi Key IJRBORPEVKCEQD-WJUVRXFPSA-N
Smiles [H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C)[C@@](C)(O)[C@H](O)C[C@@H](C)C(C)(C)O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • A member of the ecdysteroid family.
  • Ecdysone receptor (EcR) agonist.
  • Induces the expression of genes coding for proteins that the larva requires, and it causes chromosome puffs (sites of high expression) to form in polytene chromosomes.
  • Plays a role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in moulting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP).
  • Appears in plants mostly as a protection agent (toxins or antifeedants) against herbivorous insects.
  • Could be used for controlled gene expression in scientific research, agriculture and medicine.
  • Could be used for the development of selective insect growth regulators for use as environmentally benign insecticides.
Product References
  1. Paper chromatographic separation of alpha-ecdysone, ecdysterone, inokosterone, makisterone A and ponasterone A: M.W. Gilgan & T.E. Farquharson; Steroids 22, 365 (1973)
  2. The determination of absolute configuration at C-24 of the phytoecdysone makisterone A: B. Danieli, et al.; J. C. S. Chem. Commun. 745 (1974)
  3. Makisterone A: a 28-carbon hexahydroxy molting hormone from the embryo of the milkweed bug: J.N. Kaplanis, et al.; Science 190, 681 (1975)
  4. Evidence for the presence of makisterone A in Drosophila larvae and the secretion of 20-deoxymakisterone A by the ring gland: C.P. Redfern; PNAS 81, 5643 (1984)
  5. Ecdysteroids increase the yield of recombinant protein produced in baculovirus insect cell expression system: M. Sarvari, et al.; BBRC 167, 1154 (1990)
  6. The effects of several ecdysteroids and ecdysteroid agonists on two Drosophila imaginal disc cell lines: D.M. Cottam & M.J. Milner; Cell Mol. Life Sci. 53, 600 (1997)
  7. Ecdysone receptors and their biological actions: L.M. Riddiford, et al.; Vitam. Horm. 60, 1 (2000)
  8. Ecdysteroids of quinoa seeds (Chenopodium quinoa Willd.): N. Zhu, et al.; J. Agric. Food Chem. 49, 2576 (2001)
  9. DNA synthesis in the imaginal wing discs of the American bollworm Helicoverpa armigera (Hübner): A. Josephrajkumar & B. Subrahmanyam;  J. Biosci. 27, 113 (2002)
  10. Ecdysone-regulated puff genes 2000: C.S. Thummel; Insect Biochem. Mol. Biol. 32, 113 (2002)
  11. Ecdysone-controlled expression of transgenes: L.D. Graham; Expert Opin. Biol. Ther. 2, 525 (2002)
  12. Non-genomic ecdysone effects and the invertebrate nuclear steroid hormone receptor EcR-new role for an "old" receptor? U. Schlattner, et al.; Mol. Cell Endocrinol. 247, 64 (2006)
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