NMR of natural products at the 'nanomole-scale'

被引:114
作者
Molinski, Tadeusz F. [1 ,2 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA
基金
美国国家卫生研究院;
关键词
SPONGE PHORBAS SP; HETERONUCLEAR SHIFT CORRELATION; SUBMICRO INVERSE-DETECTION; MARINE SPONGE; HIGH-RESOLUTION; STRUCTURE ELUCIDATION; ABSOLUTE-CONFIGURATION; GRADIENT NMR; PROBE; MACROLIDES;
D O I
10.1039/b920545b
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Over the last decade, dramatic improvements in mass-sensitivity of NMR through low-volume tube probes and capillary probes, coupled with cryogenically cooled radiofrequency (rf) coils and preamplifier components, have provided chemists with new capabilities for exploration of submilligram natural product samples. These innovations led to an approximate 20-fold increase in mass sensitivity compared with conventional NMR instrumentation at the same field. Now, full characterization by 1D and 2D NMR of natural products - some available only in vanishingly small amounts, down to similar to 1 nanomole - can be achieved in reasonable time-frames. In this Highlight, some recent applications of the new NMR methodology to the area of natural products discovery are discussed, along with a perspective of practical limitations and potential future applications in new areas.
引用
收藏
页码:321 / 329
页数:9
相关论文
共 55 条
[1]   Sventrin, a new bromopyrrole alkaloid from the Caribbean sponge Agelas sventres [J].
Assmann, M ;
Zea, S ;
Köck, M .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (12) :1593-1595
[2]   CYLINDRICAL DEMAGNETIZATION FIELDS AND MICROPROBE DESIGN IN HIGH-RESOLUTION NMR [J].
BARBARA, TM .
JOURNAL OF MAGNETIC RESONANCE SERIES A, 1994, 109 (02) :265-269
[3]   Metagenomic approaches to natural products from free-living and symbiotic organisms [J].
Brady, Sean F. ;
Simmons, Luke ;
Kim, Jeffrey H. ;
Schmidt, Eric W. .
NATURAL PRODUCT REPORTS, 2009, 26 (11) :1488-1503
[4]   Design, construction, and validation of a 1-mm triple-resonance high-temperature-superconducting probe for NMR [J].
Brey, WW ;
Edison, AS ;
Nast, RE ;
Rocca, JR ;
Saha, S ;
Withers, RS .
JOURNAL OF MAGNETIC RESONANCE, 2006, 179 (02) :290-293
[5]   Application of nano-probe NMR for structure determination of low nanomole amounts of arabinoxylan oligosaccharides fractionated by analytical HPAEC-PAD [J].
Broberg, A ;
Thomsen, KK ;
Duus, JO .
CARBOHYDRATE RESEARCH, 2000, 328 (03) :375-382
[6]   Applications of cryogenic NMR probe technology to long-range 1H-15N 2D NMR studies at natural abundance [J].
Crouch, RC ;
Llanos, W ;
Mehr, KG ;
Hadden, CE ;
Russell, DJ ;
Martin, GE .
MAGNETIC RESONANCE IN CHEMISTRY, 2001, 39 (09) :555-558
[7]   MICRO INVERSE-DETECTION - A POWERFUL TECHNIQUE FOR NATURAL PRODUCT STRUCTURE ELUCIDATION [J].
CROUCH, RC ;
MARTIN, GE .
JOURNAL OF NATURAL PRODUCTS, 1992, 55 (09) :1343-1347
[8]   COMPARATIVE-EVALUATION OF CONVENTIONAL 5 MM INVERSE AND MICRO INVERSE DETECTION PROBES AT 500 MHZ [J].
CROUCH, RC ;
MARTIN, GE .
MAGNETIC RESONANCE IN CHEMISTRY, 1992, 30 :S66-S70
[9]   Structure Elucidation at the Nanomole Scale. 1. Trisoxazole Macrolides and Thiazole-Containing Cyclic Peptides from the Nudibranch Hexabranchus sanguineus [J].
Dalisay, Doralyn S. ;
Rogers, Evan W. ;
Edison, Arthur S. ;
Molinski, Tadeusz F. .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (04) :732-738
[10]   NMR Quantitation of Natural Products at the Nanomole Scale [J].
Dalisay, Doralyn S. ;
Molinski, Tadeusz F. .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (04) :739-744