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Chemical Compound Review

Erycette     (3R,4S,5R,6R,7R,9R,11R,12R,13S ,14R)-6-[(2S...

Synonyms: Acneryne, AustriaS, Ilotycin, Tiloryth, Erymax, ...
 
 
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Disease relevance of Erymax

  • Conversely, a set of intravenous injections of 7,8,12-trimethylbenz[a]anthracene specifically elicited erythro-leukemia in high incidence in the rats, whereas myelogenous leukemia was not produced [1].
  • Several derivatives of erythro-beta-hydroxy-DL-aspartic acid (1) were prepared as a potential inhibitors of L-asparagine synthetase (ASase) from rat Novikoff hepatoma [2].
  • While the fluorine-containing erythro isomer, 5, was inactive, the threo isomers, 2'-F-dd-ara-A (3) and 2'-F-dd-ara-I (4), were just as potent and active in protecting CD4+ ATH8 cells from the cytopathogenic effects of HIV-1 as the parent drugs [3].
  • N-Ethyl and N,N'-diethyl derivatives (erythro- and threo-2-PtCl2; meso- and D,L-3-PtCl2) of [meso- and [D,L-1,2-bis(2,6-difluoro-3-hydroxyphenyl)ethylenediamine]dichloroplatinum(II) (meso- and D,L-1-PtCl2) were synthesized and tested for cytotoxicity on the estrogen receptor-positive (ER+) human MCF-7 breast cancer cell line [4].
  • The threo forms (azido "up") of AZU and AZT were less active inhibitors of HIV replication than the erythro forms (azido "down") [5].
 

High impact information on Erymax

  • GAP antisense treatment inhibited colony formation from normal myelo-, erythro-, and megakaryopoietic progenitor cells as well as from CML progenitor cells [6].
  • Finally, in vitro differentiation of embryonic stem cells towards the erythro/megakaryocytic pathways showed that the TAL-1 target gene expression followed TAL-1 and GATA-1 expression [7].
  • The neoR gene driven by the SV40 early promoter confers G418 resistance to human fibroblasts and K562 human erythro-leukemia cells transformed with these viruses [8].
  • On the basis of the deduced amino acid sequences and compositions and the mol. wts. of their encoded glycoproteins, the genes, dlec1 and dlec2, are predicted to encode erythro- and leucoagglutinating phytohemagglutinins (PHA-E and PHA-L), respectively [9].
  • We have studied a number of these and report the presence of erythro-beta-hydroxyasparagine (e-beta Hyn) in three non-vitamin K-dependent proteins: the plasma complement proteins C1r and C1s (where overbar indicates activated form) and the urinary protein uromodulin [10].
 

Chemical compound and disease context of Erymax

 

Biological context of Erymax

  • Free threo- and erythro-beta-hydroxytryptophan, hitherto undescribed tryptophan derivatives, were isolated after enzymatic hydrolysis, identified, and characterized [15].
  • Structural requirements for inhibition of the oxidative burst include a long aliphatic chain and an amino-containing head-group, and there is modest specificity for the native (erythro) isomer of sphinganine [16].
  • Using primer extension analysis, we identified two distinct transcriptional start sites, which were located 2 base pairs apart in anemic spleens, fetal liver, Friend-induced tumoral spleens, and mouse erythro-leukemia cells [17].
  • To conclude, haematological recovery in early alcohol abstinence appears to be, at least in part, growth factor-driven, involving both TPO and EPO, and may reflect an intense interaction of erythro- and thrombopoiesis [18].
  • Esterification of 5a to the beta-methyl ester 6, followed by aminolysis, yielded erythro-beta-fluoroasparagine (7) [19].
 

Anatomical context of Erymax

 

Associations of Erymax with other chemical compounds

 

Gene context of Erymax

  • Here we use HEL cells (a human erythro-leukemia cell line) as a model to elucidate the pathway of signal transduction in the EPO-induced HEL cells [30].
  • In this study, we examined the promoter elements governing constitutive expression of the human ODC gene in HCT 116 human colon carcinoma cells and, for comparison, K562 human erythro-leukemia cells [31].
  • The nucleotide sequence of the entire coding regions shows that this clone, designated Plk1(polo like kinase 1), is identical with STPK13 previously cloned from murine erythro-leukemia cells [32].
  • We have isolated two types of human P2Y1 cDNA clones from the human erythro leukemia cell cDNA library [33].
  • Protein S also contains erythro-beta-hydroxyaspartic acid (Hya) [34].
 

Analytical, diagnostic and therapeutic context of Erymax

  • For each protein, e-beta Hyn was identified in enzyme digests following the initial observation of erythro-beta-hydroxyaspartic acid (e-beta Hya) in acid hydrolysates of the proteins. e beta Hya and e-beta Hyn residues are detected by a postcolumn derivatization cation-exchange HPLC method herein described [10].
  • For the synthesis of the beta-MePhe-containing analogues 6-9, crystallization was used to separate a mixture of all four isomers of beta-MePhe into the erythro pair of enantiomers (2S,3S, 2R,3R) and the threo pair of enantiomers (2S,3R, 2R,3S), which were then converted to Fmoc derivatives and used in two separate syntheses [35].
  • Separation of erythro and threo forms of alkane-2,3-diols from the uropygial gland of the quail by glass capillary column gas chromatography [36].
  • Using erythrocytes as a marker, a simple erythro-adsorption procedure, possibly followed by hemolysis, has been developed which allowed the titration of antigens and antibodies to be carried out with a sensitivity at least equal to enzyme or radioimmunoassays [37].
  • A higher number of these cells is related with graft size, an earlier independence for platelet transfusion and a more extended regeneration of erythro- and megakaryopoiesis [38].

References

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  3. Acid-stable 2'-fluoro purine dideoxynucleosides as active agents against HIV. Marquez, V.E., Tseng, C.K., Mitsuya, H., Aoki, S., Kelley, J.A., Ford, H., Roth, J.S., Broder, S., Johns, D.G., Driscoll, J.S. J. Med. Chem. (1990) [Pubmed]
  4. [N-ethyl- and [N,N'-diethyl-1,2-bis(2,6-difluoro-3-hydroxyphenyl)-ethylenediamine]dichloroplatinum(II): structure and cytotoxic/estrogenic activity in breast cancer cells. Gust, R., Niebler, K., Schönenberger, H. J. Med. Chem. (2005) [Pubmed]
  5. An analysis of the inhibition of replication of HIV and MuLV by some 3'-blocked pyrimidine analogs. Bazin, H., Chattopadhyaya, J., Datema, R., Ericson, A.C., Gilljam, G., Johansson, N.G., Hansen, J., Koshida, R., Moelling, K., Oberg, B. Biochem. Pharmacol. (1989) [Pubmed]
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  13. Different protective effects of dimercapto-butanediol stereoisomers in experimental gastric ulceration. Balint, G.A., Varró, V. Archives internationales de pharmacodynamie et de thérapie. (1983) [Pubmed]
  14. Early and delayed effects of carboplatin on the blood system. Karpova, G.V., Fomina, T.I., Voronova, O.L., Abramova, E.V., Loskutova, O.P. Bull. Exp. Biol. Med. (2001) [Pubmed]
  15. Enzymatic modification of tryptophan residues by tryptophan side chain oxidase I and II from Pseudomonas. Ito, S., Takai, K., Tokuyama, T., Hayaishi, O. J. Biol. Chem. (1981) [Pubmed]
  16. Inhibition of the oxidative burst in human neutrophils by sphingoid long-chain bases. Role of protein kinase C in activation of the burst. Wilson, E., Olcott, M.C., Bell, R.M., Merrill, A.H., Lambeth, J.D. J. Biol. Chem. (1986) [Pubmed]
  17. Spleen focus-forming virus long terminal repeat insertional activation of the murine erythropoietin receptor gene in the T3Cl-2 friend leukemia cell line. Lacombe, C., Chrétien, S., Lemarchandel, V., Mayeux, P., Roméo, P.H., Gisselbrecht, S., Cartron, J.P. J. Biol. Chem. (1991) [Pubmed]
  18. Haematological abnormalities in early abstinent alcoholics are closely associated with alterations in thrombopoietin and erythropoietin serum profiles. Schmitt, M., Gleiter, C.H., Nichol, J.L., Pralle, L., Hasselblatt, M., Poser, W., Ehrenreich, H. Thromb. Haemost. (1999) [Pubmed]
  19. Potential carcinostatics. 4. Synthesis and biological properties of erythro- and threo-beta-fluoroaspartic acid and erythro-beta-fluoroasparagine. Wanner, M.J., Hageman, J.J., Koomen, G.J., Pandit, U.K. J. Med. Chem. (1980) [Pubmed]
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  25. The high specificities of Phaseolus vulgaris erythro- and leukoagglutinating lectins for bisecting GlcNAc or beta 1-6-linked branch structures, respectively, are attributable to loop B. Kaneda, Y., Whittier, R.F., Yamanaka, H., Carredano, E., Gotoh, M., Sota, H., Hasegawa, Y., Shinohara, Y. J. Biol. Chem. (2002) [Pubmed]
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  27. Regulation of sphingosine-activated protein kinases: selectivity of activation by sphingoid bases and inhibition by non-esterified fatty acids. Pushkareva MYu, n.u.l.l., Bielawska, A., Menaldiv, D., Liotta, D., Hannun, Y.A. Biochem. J. (1993) [Pubmed]
  28. dl-alpha-tocopherol, a potent inhibitor of phorbol ester induced shape change of erythro- and megakaryoblastic leukemia cells. Steiner, M., Li, W., Ciaramella, J.M., Anagnostou, A., Sigounas, G. J. Cell. Physiol. (1997) [Pubmed]
  29. Bronchoselective actions of a new series of trimetoquinol analogues. Mukhopadhyay, A., Sober, D.J., Chang, J., Slenn, R.T., Amin, H.M., Miller, D.D., Feller, D.R. Eur. J. Pharmacol. (1982) [Pubmed]
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  31. Multiple promoter elements govern expression of the human ornithine decarboxylase gene in colon carcinoma cells. Moshier, J.A., Osborne, D.L., Skunca, M., Dosescu, J., Gilbert, J.D., Fitzgerald, M.C., Polidori, G., Wagner, R.L., Friezner Degen, S.J., Luk, G.D. Nucleic Acids Res. (1992) [Pubmed]
  32. Murine polo like kinase 1 gene is expressed in meiotic testicular germ cells and oocytes. Matsubara, N., Yanagisawa, M., Nishimune, Y., Obinata, M., Matsui, Y. Mol. Reprod. Dev. (1995) [Pubmed]
  33. Cloning and chromosomal localization of the human P2Y1 purinoceptor. Ayyanathan, K., Webbs, T.E., Sandhu, A.K., Athwal, R.S., Barnard, E.A., Kunapuli, S.P. Biochem. Biophys. Res. Commun. (1996) [Pubmed]
  34. beta-Hydroxyaspartic acid and beta-hydroxyasparagine residues in recombinant human protein S are not required for anticoagulant cofactor activity or for binding to C4b-binding protein. Nelson, R.M., VanDusen, W.J., Friedman, P.A., Long, G.L. J. Biol. Chem. (1991) [Pubmed]
  35. Modifications to the N-terminus but not the C-terminus of calcitonin gene-related peptide(8-37) produce antagonists with increased affinity. Smith, D.D., Saha, S., Fang, G., Schaffert, C., Waugh, D.J., Zeng, W., Toth, G., Hulce, M., Abel, P.W. J. Med. Chem. (2003) [Pubmed]
  36. Separation of erythro and threo forms of alkane-2,3-diols from the uropygial gland of the quail by glass capillary column gas chromatography. Abalain, J.H., Picart, D., Berthou, F., Ollivier, R., Amet, Y., Daniel, J.Y., Floch, H.H. J. Chromatogr. (1983) [Pubmed]
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