Ming Xian
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Fulmer 478
Pullman, WA 99164-4630
(509) 335-6073
email: mxian@wsu.edu
Education
- BS Chemistry, 1995
Nankai University, China - PhD Chemistry, 2003
Wayne State University, Detroit, MI
Research
Professor Ming Xian received his B.S. in chemistry from Nankai University, China. He then joined Professor Jin-Pei Cheng's group at Nankai for his early graduate study. In 1999, he moved to the Wayne State University to continue his research under Professor Peng George Wang. After received his Ph.D. in organic chemistry in 2003, he did postdoctoral research with Professor Amos B. Smith, III as a DOD postdoctoral fellow at the University of Pennsylvania. In August 2006, he joined the faculty at the Washington State University in the Department of Chemistry.
The core of Dr. Xian's research interests comprises the desire to combine organic synthesis with bioorganic chemistry to examine, understand, and solve problems of biological and medicinal significance. We are interested in the areas of (1) synthetic methodology development; (2) natural product synthesis; (3) bioorthogonal reactions for protein identification; and (4) the development of bio-based new materials.
Publications
From independent research @ WSU
55. Wang, H.; Zhang, JM.; Xian, M. Facile formation of dehydroalanines from S-nitrosocysteines. J. Am. Chem. Soc. 2009, 131, 13238.
54. Devaire-Baez, N. O. Xian, M. Facile preparation of 3-substituted benzisothiazoles from o-mercaptoacylphenones. Under revision to Org. Lett.
53. Wang, H-W.; Liu, X.; Liu, B.; Zhang, JW.; Xian, M. Synthesis of rosin-based flexible anhydride type curing agents and properties of the cured epoxy. Polym. Int. 2009, in press.
52. Devarie-Baez, N. O.; Kim, W.; Smith, A. B., III, Xian, M. Multicomponent type II anion relay chemistry (ARC): one-pot syntheses of 2,3-disubstituted furans and thiophenes. Org. Lett. 2009, 11, 1861.
51. Zhang, J.; Wang, H.; Xian, M. An unexpected bis-ligation of S-nitrosothiols. J. Am. Chem. Soc. 2009, 131, 3854. (this work was featured in Chemical & Engineering News, 2009, March 16, Vol 87, p. 49).
50. Pan, J.; Downing, J. A.; McHale, J. L.; Xian, M. A fluorogenic dye activated by S-nitrosothiols. Mol. BioSyst. 2009, 5, 918.
49. Zhang, J.; Wang, H.; Xian, M. Exploration of the traceless reductive ligation of S-nitrosothiols. Org. Lett. 2009, 11, 477.
48. Wang, H.; Liu, B.; Liu, X.; Zhang, J.; Xian, M. Synthesis of biobased epoxy and curing agents using rosin and study of cure reactions. Green Chem. 2008, 10, 1190.
47. Wang, H.; Shuhler, B. J.; Xian, M. Total synthesis of diospongins A and B. Synlett 2008, 2651.
46. Wang, H.; Xian, M. Fast reductive ligation of S-nitrosothiols. Angew Chem. Int. Ed. 2008, 47, 6598.
45. Xian, M.; Zhu, C.-J. 2-[Bis-(3,5-bistrifluoromethyl)-phenyl]-[(trimethylsilyl)oxy]-methyl]-pyrrolidine. Encyclo. Reagents for Org. Syn. 2008.
44. Devarie, N.; Shuhler, B. J.; Xian, M. Solvent controlled C(sp2) to O silyl migration: the one pot synthesis of 2,3-disubstituted thiophenes. Org. Lett. 2007, 9, 4655.
43. Wang, H.; Shuhler, B. J.; Xian, M. A versatile strategy for the synthesis of 2,6-disubstituted dihydropyranones. J. Org. Chem. 2007, 72, 4280.
42. Xian, M.; Shuhler, B. J. Study of the synthesis of poecillanosine. Tetrahedron Lett. 2007, 48, 1209.
From Postdoctoral/Graduate Research @ UPenn, Wayne State, and Nankai
41. Shaw, S. J.; Menzella, H. G.; Myles, D. C.; Xian, M.; Smith, A. B. III. Coumarin-derived discodermolide analogs possessing equivalent antiproliferative activity as the natural product. Org. Biomol. Chem. 2007, 5, 2753.
40. Smith, A. B. III; Kim, D.; Xian, M. Anion relay chemistry extended. Synthesis of a gorgonian sesquiterpene. Org. Lett. 2007, 9, 3307.
39. Smith, A. B., III; Xian, M.; Kim, D.-S.; Kim, W.-S. The 1,5-Brook rearrangement: an initial application in anion relay chemistry. J. Am. Chem. Soc. 2006, 128, 12368.
38. Smith, A. B., III; Xian, M. "Anion relay chemistry: an effective tactic for diversity oriented synthesis" J. Am. Chem. Soc. 2006, 128, 66.
37. Smith, A. B., III; Xian, M. "Design, synthesis and biological evaluation of simplified analogues of discodermolide, additional insights on the importance of the diene, the C(7) hydroxyl, and the lactone" Org. Lett. 2005, 7, 5229.
36. Smith, A. B. III; Xian, M.; Liu, F. Design, total synthesis and evaluation of C13, C14 cyclopropane analogs of discodermolide. Org. Lett. 2005, 7, 4613.
35. Shaw, S. J.; Sundermann, K. F.; Burlingame, M. A.; Myles, D. C.; Freeze, B. S.; Xian, M.; Brouard, I.; Smith, A. B. III. Toward understanding how the lactone moiety of discodermolide affects activity. J. Am. Chem. Soc. 2005, 127, 6532.
34. Smith, A. B., III; Freeze, B. S.; Xian, M.; Hirose, T. "Total synthesis of (+)-Discodermolide: A highly convergent fourth-generation approach" Org. Lett. 2005, 7. 1825-1828.
33. Smith, A. B. III; Freeze, B. S.; LaMarche, M. J.; Hirose, T.; Brouard, I.; Xian, M.; Myles, D. C.; Sundermann, K. F.; Shaw, S. J.; Burlingame, M. A. Design, synthesis and evaluation of analogues of (+)-14-normethyldiscodermolide. Org. Lett. 2005, 7, 315.
32. Smith, A. B. III; Freeze, B. S.; LaMarche, M. J.; Hirose, T.; Brouard, I.; Rucker, P. V.; Xian, M.; Myles, D. C.; Sundermann, K. F.; Shaw, S. J.; Burlingame, M. A. Carbamate-substituted analogues of (+)-discodermolide. Org. Lett. 2005, 7, 311.
31. Zhu, L.; Kedenburg, J.; Xian, M.; Wang, P. G. “A systematic strategy for preparation of uncommon sugars through enzymatic resolution and ring closing metathesis” Tetrahedron Lett., 2005, 46, 811.
30. Cheng, H.; Xian, M.; Wu, J.; Tunac, J. B.; Sun, D.; Wang, P. G. Synthesis and enzyme-specific activation of carbohydrate-geldanamycin conjugates with potent anticancer activity. J. Med. Chem. 2005, 48, 645.
29. Xian, M.; Fatima, Z.; Zhang, W.; Fang, J.; Pei, D.; Loo, J.; Stevenson, T.; Wang, P. G. Identification of alpha-Gal epitope mimetics through rapid generation and screening of C-linked glycopeptide library. J. Comb. Chem. 2004, 6, 126.
28. Jia, Q.; Cai, T.; Huang, M. Li, H.; Xian, M.; Poulos, T. L.; Wang, P. G. “Isoform-selective substrates of nitric oxide synthases” J. Med. Chem., 2003, 46, 2271.
27. Li, H.; Shimizu, H.; Flinspach, M.; Jamal, J.; Yang, W.; Xian, M.; Cai, T.; Wen, Z.; Jia, Q.; Wang, P. G.; Poulos, T. L. “The novel binding mode of N-alkyl-N’-hydroxyguanidine to nNOS provide mechanistic insights into NO biosynthesis” Biochemistry 2002, 41, 13868.
26. Jia, Q.; Janczuk, A.; Cai, T.; Xian, M.; Wen, Z.; Wang, P. G. “NO donors with anticancer activity” Expt. Opin. Therap. Pat. 2002. 12, 819.
25. Cai, T. W.; Xian, M.; Wang, P. G. “Electrochemical and peroxidase oxidation study of N-hydroxyguanidine derivatives as NO donors” Bioorg. Med. Chem. Lett. 2002, 12, 1507.
24. Wu, X.; Tang, X.; Xian, M.; Brauschweiger, P. G.; Wang, P. G. “Synthesis and cytotoxicities of mannose conjugated SNAP” Bioorg. Med. Chem. 2002, 10, 2303.
23. Xian, M.; Fujiwara, N.; Cai, T.; Wen, Z.; Kazuma, S.; Janczuk, A.; Tang, X.; Telyatnikov, V.; Miyamoto, Y.; Taniguchi, N.; Wang, P. G. “Novel substrates for nitric oxide synthases” Bioorg. Med. Chem. 2002, 10, 3049-3055.
22. Wang, P. G.; Xian, M.; Tang, X. -P.; Wu, X. –J; Wen, Z.; Cai, T. –W. “Nitric oxide donors: chemical activities and biological applications” Chem. Rev. 2002, 102, 1091.
21. Chen, X. C.; Wen, Z.; Xian, M.; Wang, K.; Ramachandran, N.; Schlegel, H. B.; Mutus, B.; Wang, P. G. “Fluorophore-labeled S-nitrosothiols” J. Org. Chem., 2001, 66, 6064.
20. Xian, M.; Li, X. P.; Tang, X. P.; Chen, X. C.; Zheng, X. L.; Galligan, J. J.; Kreulen, D. L.; Wang, P. G. “N-hydroxyl derivatives of guanidine based drugs as enzymatic NO donors” Bioorg. Med. Chem. Lett. 2001, 11, 2377.
19. Wu, X. J.; Tang, X. P.; Xian, M.; Wang, P. G. “Glycosylated diazeniumdiolates: a novel class of enzyme-activated nitric oxide donors” Tetrahedron Lett. 2001, 42, 3779.
18. Tang, X. P.; Xian, M.; Trikha, M.; Honn, K. V.; Wang, P. G. “Synthesis of peptide-diazeniumdiolate conjugates: towards enzyme activated antitumor agents” Tetrahedron Lett. 2001, 42, 2625.
17. Wang, K.; Wen, Z.; Zhang, W.; Xian, M.; Cheng, J. P.; Wang, P. G. “Equilibrium and kinetics studies of transnitrosation between S-nitrosothiols and thiols” Bioorg. Med. Chem. Lett. 2001, 11, 433.
16. Guo, Z.-M.; Xian, M.; Zhang, W.; McGill, A.; Wang, P. G. “N-Nitrosoanilines: A new class of caspase-3 inhibitors” Bioorg. Med. Chem. 2001, 9, 99.
15. Zhu, X.-Q.; He, J.; Li, Q.; Xian, M.; Lu, J. M.; Cheng, J.-P. “N-NO bond dissociation energies of N-nitroso diphenylamine derivatives (or analogues) and their radical anions: Implications for the effect of reductive electron transfer on N-NO bond activation and for the mechanisms of NO transfer to nitranions” J. Org. Chem. 2000, 65, 6729.
14. Xian, M.; Wang, M.; Chen, X.-C.; Wang, K.; Wang, P. G. “S-Nitrosothiols as novel, reversible inhibitors of human rhinovirus 3C protease” Bioorg. Med. Chem. Lett. 2000, 10, 2097.
13. Xian, M.; Chen, X. -C.; Liu, Z.; Wang, K.; Wang, P. G. “Inhibition of papain by S-nitrosothiols: formation of mixed disulfides” J. Biol. Chem. 2000, 275, 20467.
12. Xian, M.; Zhu, X. –Q.; Lu, J. –M.; Wen, Z.; Cheng, J. –P. “The first O-NO bond energy scale in solution: heterolytic and homolytic cleavage enthalpies of O-nitrosyl carboxylate compounds”. Org. Lett. 2000, 2, 265.
11. Lu, J.; Zhu, X.; Li, Q.; He, J.; Xian, M.; Cheng, J.-P. “Determination of heterolytic and homolytic S-NO bond dissociation energies in acetonitrile” Chem. J. Chin. Univ. 2000, 21, 570.
10. Wang, K.; Zhang, W.; Xian, M.; Chen, X. –C.; Cheng, J. –P.; Wang, P. G. “New chemical and biological aspects of S-nitrosothiols” Curr. Med. Chem. 2000. 7, 821.
9. Xian, M.; Wang, K.; Chen, X. –C.; McGill, A.; Zhang, Z. –Y.; Cheng, J. –P.; Wang, P. G. “Inhibition of protein tyrosine phosphatases by low-molecular-weight S-nitrosothiols and S-nitrosylated human serum albumin”. Biochem. Biophys. Res. Commun. 2000, 268, 310.
8. Wang, K.; Hou, Y. C.; Zhang, W.; Ksebati, M. B.; Xian, M.; Cheng, J. –P.; Wang, P. G. “N15 NMR and electronic properties of S-nitrosothiols”. Bioorg. Med. Chem. Lett. 1999, 9, 2897.
7. Zhu, X. –Q.; Xian, M.; Wang, K.; Cheng, J. –P. “Is NO (nitric oxide) an electron acceptor or an electrophile? A detailed thermodynamic investigation on the mechanisms of NO-initiated reactions with 3,6-dibromocarbazolide anion and related carbanion”. J. Org. Chem. 1999, 64, 4187.
6. Xian, M.; Zhu, X. –Q.; Li, Q.; Cheng, J. –P. “A high-yielding and facile preparation of N-substituted thioureas by substitution of nitrosothioureas with alkylamines”. Tetrahedron. Lett. 1999, 40, 1957.
5. Cheng, J. -P.; Xian, M.; Wang, K.; Zhu, X. –Q.; Yin, Z.; Wang, P. G. “Heterolytic and homolytic Y-NO bond energy scales of nitroso-containing compounds: Chemical origin of NO release and NO capture” J. Am. Chem. Soc. 1998, 120, 10266.
4. Xian, M.; Lu, J. –M.; Zhu, X. –Q.; Mu, L. –J.; Cheng, J. –P. “ A facile and high-yielding preparation of 1-aryl-3,3-dialkylureas”. J. Chem. Res. (S). 1998, 442.
3. Lu, Y.; Xian, M.; Zhu, X. –Q.; Mu, L. -J.; Cheng, J. P. “Studies on structure-reactivity relationship for NAD(P)H model compounds: Electronic effect of the 3-acyls”. Chem. J. Chinese. U. 1999, 20, 59.
2. Lu, Y.; Xian, M.; Cheng, J. –P.; Xia, C. –Z. “Investigation on the reduction of carbocations by BNAH - Kinetics, thermodynamics, and reaction mechanisms”. Acta. Chim. Sinica. 1997, 55, 1145.
1. Lu, Y.; Xian, M.; Cheng, J. –P. “Studies on the Mg2+-catalyzed reductions of N-arylfluorenimines by NAD(P)H models”. Chem. J. Chinese. U. 1997, 18, 1484.