24:. They possess features of relative and absolute configuration that are characteristic of their class and have been extensively studied; but these features are not clearly displayed by general methods of stereochemical nomenclature, so that special methods of specifying their configuration are justified and have long been used. In other than stereochemical respects, their nomenclature should follow the general rules of
512:
Choi, Woo Sik; Wu, Xiumei; Choeng, Yong-Hoon; Mahmud, Taifo; Jeong, Byeong Chul; Lee, Sang Hee; Chang, Yong Keun; Kim, Chang-Joon; Hong, Soon-Kwang (2008). "Genetic organization of the putative salbostatin biosynthetic gene cluster including the 2-epi-5-epi-valiolone synthase gene in
Streptomyces
806:"Biosynthesis of the C7-cyclitol Moiety of Acarbose inActinoplanes Species SE50/110 7-O-PHOSPHORYLATION OF THE INITIAL CYCLITOL PRECURSOR LEADS TO PROPOSAL OF A NEW BIOSYNTHETIC PATHWAY"
424:"The AcbC Protein from Actinoplanes Species Is a C7-cyclitol Synthase Related to 3-Dehydroquinate Synthases and Is Involved in the Biosynthesis of the α-Glucosidase Inhibitor Acarbose"
165:
A, salbostatin, cetoniacytone A, and pyralomicin 1a. 2-epi-5-epi-valiolone synthase (EEVS), one of the sugar phosphate cyclase family enzyme and which is a homolog of
804:
Zhang, Chang-Sheng; Stratmann, Ansgar; Block, Oliver; Brückner, Ralph; Podeschwa, Michael; Altenbach, Hans-Josef; Wehmeier, Udo F.; Piepersberg, Wolfgang (2002).
336:
Naganawa, Hiroshi; Hashizume, Hideki; Kubota, Yumiko; Sawa, Ryuichi; Takahashi, Yoshikazu; Arakawa, Kenji; Bowers, Simeon G.; Mahmud, Taifo (2002).
896:"Alternative epimerization in C(7)N-aminocyclitol biosynthesis is catalyzed by ValD, a large protein of the vicinal oxygen chelate superfamily"
197:
biosynthesis, the C-N linkage which connect the C7 cyclitol moiety to the other was found to be formed by unprecedented actions of
463:
Yu, Yi; Bai, Linquan; Minagawa, Kazuyuki; Jian, Xiaohong; Li, Lei; Li, Jialiang; Chen, Shuangya; Cao, Erhu; Mahmud, Taifo (2005).
610:"Biosynthetic Gene Cluster of Cetoniacytone A, an Unusual Aminocyclitol from the Endosymbiotic Bacterium Actinomyces sp. Lu 9419"
1041:
Cavalier, Michael C.; Yim, Young-Sun; Asamizu, Shumpei; Neau, David; Almabruk, Khaled H.; Mahmud, Taifo; Lee, Yong-Hwan (2012).
1043:"Mechanistic insights into validoxylamine A 7'-phosphate synthesis by VldE using the structure of the entire product complex"
248:"Comparative metabolomic analysis of an alternative biosynthetic pathway to pseudosugars in Actinosynnema mirum DSM 43827"
193:, an important core structure is formed which leads to the formation of C7N aminocyclitol containing natural products. In
51:
which is also called as pseudosugars or pseudosaccharides. Aminocyclitols have chemical structures of a carbon ring with
297:"Structure and biosynthesis of cetoniacytone A, a cytotoxic aminocarba sugar produced by an endosymbiontic Actinomyces"
422:
Stratmann, Ansgar; Mahmud, Taifo; Lee, Sungsook; Distler, Juergen; Floss, Heinz G.; Piepersberg, Wolfgang (1999).
174:
166:
154:
150:
58:(s). The class of aminocyclitol containing natural products can be divided by ring sizes or types of precursors.
561:"A Comparative Analysis of the Sugar Phosphate Cyclase Superfamily Involved in Primary and Secondary Metabolism"
465:"Gene cluster responsible for validamycin biosynthesis in Streptomyces hygroscopicus subsp. jinggangensis 5008"
377:
Sieber, Simon; Carlier, Aurélien; Neuburger, Markus; Grabenweger, Giselher; Eberl, Leo; Gademann, Karl (2015).
847:"ValC, a New Type of C7-Cyclitol Kinase Involved in the Biosynthesis of the Antifungal Agent Validamycin A"
198:
708:"Evolutionary divergence of sedoheptulose 7-phosphate cyclases leads to several distinct cyclic products"
295:
Schlörke, Oliver; Krastel, Philipp; Müller, Ilka; Usón, Isabel; Dettner, Konrad; Zeeck, Axel (2002).
186:
41:
379:"Isolation and Total Synthesis of Kirkamide, an Aminocyclitol from an Obligate Leaf Nodule Symbiont"
559:
Wu, Xiumei; Flatt, Patricia M.; Schlörke, Oliver; Zeeck, Axel; Dairi, Tohru; Mahmud, Taifo (2007).
378:
202:
1147:
845:
Minagawa, Kazuyuki; Zhang, Yirong; Ito, Takuya; Bai, Linquan; Deng, Zixin; Mahmud, Taifo (2007).
538:
755:
Kean, Kelsey M.; Codding, Sara J.; Asamizu, Shumpei; Mahmud, Taifo; Karplus, P. Andrew (2014).
44:
that demonstrate significant biological activities. Aminocyclitols are found as a component of
1123:
1074:
1023:
994:"Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis"
974:
925:
876:
827:
786:
737:
706:
Asamizu, Shumpei; Xie, Pengfei; Brumsted, Corey J.; Flatt, Patricia M.; Mahmud, Taifo (2012).
688:
639:
590:
530:
494:
445:
401:
359:
318:
277:
170:
25:
1094:"Distinct Substrate Specificity and Catalytic Activity of the Pseudoglycosyltransferase VldE"
157:
intermediate, is a common precursor of C7N aminocyclitol moiety of natural products, such as
1113:
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1005:
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435:
393:
349:
308:
267:
259:
55:
338:"Biosynthesis of the cyclitol moiety of pyralomicin 1a in Nonomuraea spiralis MI178-34F18"
178:
139:
37:
943:
Yang, Jongtae; Xu, Hui; Zhang, Yirong; Bai, Linquan; Deng, Zixin; Mahmud, Taifo (2011).
894:
Xu, Hui; Zhang, Yirong; Yang, Jongtae; Mahmud, Taifo; Bai, Linquan; Deng, Zixin (2009).
757:"Structure of a sedoheptulose 7-phosphate cyclase: ValA from Streptomyces hygroscopicus"
1118:
1093:
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659:"Genetic Insights into Pyralomicin Biosynthesis in Nonomuraea spiralis IMC A-0156"
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135:
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337:
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173:, catalyzes the formation of a common intermediate, 2-epi-5-epi-valiolone from
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92:
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423:
222:
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Asamizu, Shumpei; Yang, Jongtae; Almabruk, Khaled H.; Mahmud, Taifo (2011).
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945:"Nucleotidylation of unsaturated carbasugar in validamycin biosynthesis"
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1009:
772:
723:
674:
657:
Flatt, Patricia M.; Wu, Xiumei; Perry, Steven; Mahmud, Taifo (2013).
182:
126:
sedoheptulose 7-phosphate derived C7N aminocyclitol natural products
52:
608:
Wu, Xiumei; Flatt, Patricia M.; Xu, Hui; Mahmud, Taifo (2009).
246:
Asamizu, Shumpei; Abugreen, Mostafa; Mahmud, Taifo (2013).
205:-like enzymes (which is termed pseudoglycosyltransferase).
177:. After multiple enzyme reaction steps, which include
386:Angewandte Chemie International Edition in English
110:-inositol 1-phosphate derived aminoglycosides
8:
1092:Abuelizz, Hatem A.; Mahmud, Taifo (2015).
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712:Journal of the American Chemical Society
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515:Applied Microbiology and Biotechnology
469:Applied and Environmental Microbiology
40:is a class of sugar-derived microbial
7:
949:Organic & Biomolecular Chemistry
554:
552:
417:
415:
146:Biosynthesis of C7N aminocyclitols
14:
138:, validoxylamine A, salbostatin,
62:Five-membered ring aminocyclitols
189:, and keto-reduction reactions,
79:-inosose derived aminoglycosides
70:Six-membered ring aminocyclitols
810:Journal of Biological Chemistry
481:10.1128/AEM.71.9.5066-5076.2005
428:Journal of Biological Chemistry
1110:10.1016/j.chembiol.2015.04.021
912:10.1016/j.chembiol.2009.04.006
32:Aminocyclitol natural products
1:
1060:10.1371/journal.pone.0044934
142:, pyralomicin 1a, kirkamide
36:The aminocyclitol family of
663:Journal of Natural Products
1164:
355:10.7164/antibiotics.55.578
342:The Journal of Antibiotics
314:10.7164/antibiotics.55.635
301:The Journal of Antibiotics
527:10.1007/s00253-008-1591-2
175:sedoheptulose 7-phosphate
167:3-dehydroquinate synthase
155:pentose phosphate pathway
151:Sedoheptulose 7-phosphate
20:are compounds related to
441:10.1074/jbc.274.16.10889
1098:Chemistry & Biology
900:Chemistry & Biology
863:10.1002/cbic.200600528
823:10.1074/jbc.m202375200
626:10.1002/cbic.200800527
577:10.1002/cbic.200600446
398:10.1002/anie.201502696
264:10.1002/cbic.201300384
199:nucleotidyltransferase
42:secondary metabolites
130:This class includes
114:This class includes
83:This class includes
1004:(31): 12124–12135.
816:(25): 22853–22862.
718:(29): 12219–12229.
513:albus ATCC 21838".
434:(16): 10889–10896.
227:www.chem.qmul.ac.uk
203:glycosyltransferase
961:10.1039/c0ob00475h
1010:10.1021/ja203574u
773:10.1021/bi5003508
767:(26): 4250–4260.
724:10.1021/ja3041866
675:10.1021/np400159a
392:(27): 7968–7970.
258:(13): 1548–1551.
171:shikimate pathway
26:organic chemistry
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1104:(6): 724–733.
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906:(5): 567–576.
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857:(6): 632–641.
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669:(5): 939–946.
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620:(2): 304–314.
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571:(2): 239–248.
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521:(4): 637–645.
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348:(6): 578–584.
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230:. Retrieved
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116:streptomycin
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15:
851:ChemBioChem
614:ChemBioChem
565:ChemBioChem
252:ChemBioChem
223:"cyclitols"
195:validamycin
187:dehydration
163:validamycin
136:validamycin
66:pactamycin
49:antibiotics
232:2016-01-08
209:References
101:hygromycin
93:gentamicin
1148:Cyclitols
97:apramycin
85:kanamycin
22:cyclitols
1142:Category
1128:26051218
1079:23028689
1047:PLOS ONE
1028:21766819
979:20981366
930:19477421
881:17335096
832:11937512
791:24832673
742:22741921
693:23607523
644:19101977
595:17195255
543:12324872
535:18648803
499:16151088
450:10196166
406:26033226
364:12195964
323:12243453
282:23939727
191:valienol
159:acarbose
132:acarbose
89:neomycin
75:2-deoxy-
1119:4475420
1070:3441724
1019:3162038
970:3124559
921:2737586
872:3136165
782:4095911
733:3405187
684:3684624
635:3136446
586:3127856
490:1214664
273:3835175
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77:scyllo
539:S2CID
382:(PDF)
53:amine
1124:PMID
1075:PMID
1024:PMID
975:PMID
926:PMID
877:PMID
828:PMID
787:PMID
738:PMID
689:PMID
640:PMID
591:PMID
531:PMID
495:PMID
446:PMID
402:PMID
360:PMID
319:PMID
278:PMID
201:and
153:, a
16:The
1114:PMC
1106:doi
1065:PMC
1055:doi
1014:PMC
1006:doi
1002:133
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957:doi
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908:doi
867:PMC
859:doi
818:doi
814:277
777:PMC
769:doi
728:PMC
720:doi
716:134
679:PMC
671:doi
630:PMC
622:doi
581:PMC
573:doi
523:doi
485:PMC
477:doi
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432:274
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350:doi
309:doi
268:PMC
260:doi
169:in
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