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Chemical Structure
Chemical Structure
Chemical Structure

Makisterone A [20137-14-8]

Research Use Only
AG-CN2-0073
AdipoGen Life Sciences
CAS Number20137-14-8
Product group Chemicals
Estimated Purity>95%
Molecular Weight494.7
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Makisterone A
  • Delivery Days Customer
    10
  • CAS Number
    20137-14-8
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Molecular Formula
    C28H46O7
  • Molecular Weight
    494.7
  • Scientific 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. - Chemical. CAS: 20137-14-8. Formula: C28H46O7. MW: 494.7. Isolated from Ipomoea hederacea. 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.
  • 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
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Paper chromatographic separation of alpha-ecdysone, ecdysterone, inokosterone, makisterone A and ponasterone A: M.W. Gilgan & T.E. Farquharson; Steroids 22, 365 (1973)
  • The determination of absolute configuration at C-24 of the phytoecdysone makisterone A: B. Danieli, et al.; J. C. S. Chem. Commun. 745 (1974)
  • Makisterone A: a 28-carbon hexahydroxy molting hormone from the embryo of the milkweed bug: J.N. Kaplanis, et al.; Science 190, 681 (1975)
  • 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)
  • Ecdysteroids increase the yield of recombinant protein produced in baculovirus insect cell expression system: M. Sarvari, et al.; BBRC 167, 1154 (1990)
  • 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)
  • Ecdysone receptors and their biological actions: L.M. Riddiford, et al.; Vitam. Horm. 60, 1 (2000)
  • Ecdysteroids of quinoa seeds (Chenopodium quinoa Willd.): N. Zhu, et al.; J. Agric. Food Chem. 49, 2576 (2001)
  • DNA synthesis in the imaginal wing discs of the American bollworm Helicoverpa armigera (Hübner): A. Josephrajkumar & B. Subrahmanyam; J. Biosci. 27, 113 (2002)
  • Ecdysone-regulated puff genes 2000: C.S. Thummel; Insect Biochem. Mol. Biol. 32, 113 (2002)