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Gilvo_00270 : CDS information

close this sectionLocation

Organism
StrainGö 3592
Entry nameGilvocarcin
Contig
Start / Stop / Direction32,447 / 33,394 / + [in whole cluster]
32,447 / 33,394 / + [in contig]
Location32447..33394 [in whole cluster]
32447..33394 [in contig]
TypeCDS
Length948 bp (315 aa)
Click on the icon to see Genetic map.

close this sectionAnnotation

Category2.3 modification addition of sugar moiety
Productputative NDP-hexose C-4 ketoreductase
Product (GenBank)putative NDP-sugar dehydratase/epimerase
Gene
Gene (GenBank)gilU
EC number5.1.3.-
Keyword
  • D-fucofuranose
Note
Note (GenBank)
  • GilU
Reference
ACC
PmId
[12822997] The complete gene cluster of the antitumor agent gilvocarcin V and its implication for the biosynthesis of the gilvocarcins. (J Am Chem Soc. , 2003)
[19067453] Inactivation of the ketoreductase gilU gene of the gilvocarcin biosynthetic gene cluster yields new analogues with partly improved biological activity. (Chembiochem. , 2009)
comment
[PMID: 12822997](2003)
gilvocarcin(gil) gene cluster同定のためにクローニングされたcos-G9B3をS.lividans TK24に導入すると、wildレベルのgilvocarcins V and M産生あり。よってgilvocarcin生合成のための完全なclusterが含まれている。

cos-G9B3をサブクローニングしてシークエンス。32.9kbpに26ORFsあり。
supporting info. Table 1
GilU(315aa): Epimerase/Dehydratase

配列解析のみ。
D-fucose生合成にたぶん関連する。

---
同じ著者らの続報。
[PMID: 19067453](2009)
gilUの不活化mutantはgilvocarcins V and Mを非産生、
主要産物はsugar motietyを欠いたdefucogilvocarcin V。

また、4'-hydroxy-fucofuranose moietiesを持つ(=4'-positionで余分なOH基がある)gilvocarcinsを
minor産物として蓄積。

よって、GilUがNDP-4-keto-6-deoxy-D-glucose→NDP-D-fucopyranoseへの4-ketoreductionをする。
続くfucopyranose→fucofuranoseへのcontractionは、SN2様式で優勢に、酵素触媒なしでも相互転換するらしい。

4'-OH-analoguesは、4'-OH基を持たないgilvocarcinsと比較して、肺がん細胞系に対して改善された活性を示した。

close this sectionSequence

selected fasta
>putative NDP-hexose C-4 ketoreductase [putative NDP-sugar dehydratase/epimerase]
MSERTVSAQEIVVGGGGLLGRHILGVLGNRLSRRVRIPWDDHGRACEQLYALGRDLAQQP
ARWNLYWCAGLAVFHTPAEQVERERLQVSLLLAGINDGLERSGGPTGGALFLASSAGGAF
AGSEHPPFTEFSPPVPTNPYGASKLAVEEEAEVLARRWRLPTVSGRITNLYGPGQNLDKN
QGLVSALVKAQLTGEPLRLRAALETTRDYIYARDCARMVVSAMETVRSRTRGTDPHVRKI
FSSGRRLRIDELLRIAERLFDRPVPVVHEPVAGGANVNLSVESRVWADLESSPFLSIEEG
MRAVRSDLRYRLGHG
selected fasta
>putative NDP-hexose C-4 ketoreductase [putative NDP-sugar dehydratase/epimerase]
GTGAGCGAGAGAACCGTCTCGGCGCAGGAGATCGTCGTGGGCGGCGGGGGTCTGCTGGGG
AGACACATCCTCGGCGTGCTGGGCAATCGGCTCAGCCGGCGGGTACGCATCCCGTGGGAC
GACCACGGCCGCGCCTGTGAGCAGCTCTACGCGCTGGGCAGGGACCTGGCTCAGCAGCCG
GCGCGCTGGAACCTGTACTGGTGCGCGGGACTGGCCGTCTTCCACACCCCCGCCGAGCAG
GTGGAGCGAGAACGCCTCCAGGTCAGCCTCCTCCTGGCGGGCATCAACGACGGGCTCGAA
CGCTCGGGGGGCCCCACCGGCGGCGCGTTGTTCCTGGCCTCCTCAGCCGGCGGCGCGTTC
GCGGGCTCGGAACACCCGCCGTTCACCGAGTTCTCCCCGCCCGTGCCCACGAACCCGTAC
GGCGCGTCCAAACTCGCCGTCGAGGAGGAGGCCGAGGTTCTGGCGCGCCGTTGGCGACTG
CCCACGGTGTCGGGTCGGATCACGAACCTGTACGGCCCCGGCCAGAACCTCGACAAGAAC
CAGGGCCTGGTCAGTGCCCTCGTCAAAGCGCAGCTGACCGGTGAACCCCTGCGGCTGCGG
GCCGCCCTGGAGACCACGCGCGACTACATCTACGCACGGGACTGCGCCCGGATGGTCGTC
TCGGCGATGGAGACCGTACGGTCCCGCACCCGCGGCACGGACCCCCATGTCCGCAAGATA
TTCAGCAGCGGACGCCGTCTGCGGATCGACGAACTGCTCCGGATCGCCGAGCGCCTCTTC
GACCGGCCGGTACCCGTCGTCCACGAGCCGGTGGCGGGAGGGGCGAACGTCAACCTCTCG
GTCGAGTCCCGGGTATGGGCGGACCTCGAATCGTCCCCCTTCCTCAGCATCGAGGAAGGG
ATGCGCGCCGTCCGCTCCGACCTCAGGTACCGACTCGGGCACGGGTGA

close this sectionFeature

BLASTP
Database:UniProtKB:2011_09 		show BLAST table
InterPro
Database:interpro:38.0
IPR001509 NAD-dependent epimerase/dehydratase (Domain)
[111-227] 8.30000000000004e-22 PF01370
PF01370   Epimerase
IPR016040 NAD(P)-binding domain (Domain)
[12-172] 2.90000000000001e-20 G3DSA:3.40.50.720 [219-251] 2.90000000000001e-20 G3DSA:3.40.50.720
G3DSA:3.40.50.720   NAD(P)-bd
SignalP No significant hit
TMHMM No significant hit
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