Avil_00475 Avil_00475   Avil_00490 Avil_00490

Avil_00480 : CDS information

close this sectionLocation

Organism
StrainTü57
Entry nameAvilamycin
Contig
Start / Stop / Direction47,550 / 48,956 / + [in whole cluster]
47,550 / 48,956 / + [in contig]
Location47550..48956 [in whole cluster]
47550..48956 [in contig]
TypeCDS
Length1,407 bp (468 aa)
Click on the icon to see Genetic map.

close this sectionAnnotation

Category2.3 modification addition of sugar moiety
Productputative NDP-hexose 2,3-dehydratase
Product (GenBank)
GeneaviS
Gene (GenBank)
EC number
Keyword
  • D-olivose
  • 2-deoxy-D-evalose
Note
Note (GenBank)
Reference
PmId
[11410376] Biosynthesis of the orthosomycin antibiotic avilamycin A: deductions from the molecular analysis of the avi biosynthetic gene cluster of Streptomyces viridochromogenes Tu57 and production of new antibiotics. (Chem Biol. , 2001)
comment
avilamycin A生合成遺伝子クラスターの報告。

AviS: Putative 2,3-dehydratase from S. argillaceus [function:Sugar biosynthesis (D-olivose, 2-deoxy-D-evalose)]

AviSは、さまざまなNDP-hexose 2,3-dehydratasesと相同性を示す。
AviS,AviT,AviZ3はNDP-4-keto-6-deoxy-D-glucose→NDP-D-olivoseの反応に関与すると推測している。

また、この反応の中間体NDP-4-keto-2,6-dideoxy-D-glucoseがD-olivoseのC3位がメチル化されている2-Deoxy-D-evalose生合成経路への分岐点であると予測している。

このORFの機能解析はされていない。
Related Reference
ACC
Q9ZA32
NITE
Grana_00210
PmId
[9831526] The granaticin biosynthetic gene cluster of Streptomyces violaceoruber Tu22: sequence analysis and expression in a heterologous host. (Chem Biol. , 1998)
comment
Streptomyces violaceoruber
Putative dTDP-4-keto-6-deoxyglucose-3,5-epimerase
gra-orf27

[PMID: 9831526]
entire granaticin gene cluster(gra cluster)の報告。

ORF27: dTDP-4-keto-6-deoxyglucose-2,3-dehydratase
配列解析のみ。

--
[Pubmed 登録なし]
Mechanism of the 2-Deoxygenation Step in the Biosynthesis of the Deoxyhexose Moieties of the Antibiotics Granaticin and Oleandomycin. J. Am. Chem. Soc. 1999/abst

gra-orf27 or Tu99-orf10 + dTDP-4-keto-6-deoxyglucose → dTDP + maltol
明らかに酵素反応は不安定な化合物を産生しており、たぶんdTDP-3,4-diketo-2,6-dideoxyglucoseまたはその2,3-enolで、dTDPの容易な除去を起こす。

Gra-orf26 + dTDP-4-keto-6-deoxyglucose + NAD(P)H → 反応なし
Gra-orf26 + dTDP-4-keto-6-deoxyglucose + NAD(P)H + Gra-orf27 → dTDP-4-keto-2,6-dideoxyglucose

Gra-orf27をTu99-orf10で、Gra-orf26をTu99-orf11で置き換えても同じ産物を得た。(Tu99 genesはoleandomycin生合成genes)
NADPHがbetterな還元剤だが、NADHでも代わりできる。

Gra-orf27 または Tu99-orf10は、dTDP-4-keto-6-deoxyglucose 2,3-dehydratasesとして働き、
dTDP-4-keto-6-deoxyglucose → dTDP-3,4-diketo-2,6-dideoxyglucoseへ変換する。
dTDP-3,4-diketo-2,6-dideoxyglucoseは3-ketoreductasesであるGra-orf26 または Tu99-orf11 によって還元的に捕獲され、dTDP-4-keto-2,6-dideoxyglucoseを与える。
ACC
Q9ALN6
NITE
Spino_00070
PmId
[18345667] In vitro characterization of the enzymes involved in TDP-D-forosamine biosynthesis in the spinosyn pathway of Saccharopolyspora spinosa. (J Am Chem Soc. , 2008)
comment
Saccharopolyspora spinosa_spnO
Probable NDP-hexose-2,3-dehydratase

SpnOはforosamine合成の初期段階でNDP-4-keto-6-deoxy-glucoseの2,3位の脱水反応を行う。

dTDP-4-keto-6-deoxy-D-glucose 2,3-dehydratase_SpnO

dTDP-D-glucose, RfbB(dTDP-D-glucose→dTDP-4-keto-6-deoxy-D-glucose), and either NADH or NADPHと一緒にSpnO and SpnNをインキュベートし、NAD(P)Hの消費量をフォローしてtandem reactionを測定。SpnO or SpnNのどちらかを欠いた場合、消費が見られなかった。
dTDP-3,4-diketo-2,6-dideoxy-D-glucoseは不安定で急速にdTDP and maltol に分解してしまうため、SpnOのみの触媒効率は定量できていない。

--
SpnNはdTDP-3,4-diketo-2,6-dideoxy-D-glucose 3-ketoreductaseであることが他で報告されている。

close this sectionSequence

selected fasta
>putative NDP-hexose 2,3-dehydratase
MVSLPAGQVGGLARARALPSEAYLSDVAGAEFIDWFARCSAAAQCRVTRAPLTELRRWRF
DADTGNLAHESGAFFAVEGLRVRTSYGPVPEWSQPIINQPEIGILGMLVKEVDGVPHCLV
QAKIEPGNHNRIQLSPTVQATRSNYTRIHQGRSTRYLEFFTKAGAGRTLVDVLQSEQGAW
FLRKRNRNMVVQVAEDVPAAKGYHWLPLTELRRLLRIDGLVNMDTRTVLACLPADTFPAS
RPVPVGDVGAALVLSSTGQGTSLNDMGAVLRWFTEAKSRHQLTAHRTPLRDLPGWRGTPE
QITHEDGRHFSIIGVTAQVGDREVAEWDQPLLFPQGRGVVAFVIKVIEGVAHLLVHARFQ
PGLLDGMEMGPTVQCVPENYPQGPPRFLDYVLTASPERLLYSAVLAEEGGRFYHSQNSYL
LVEADDDFPVAVPDDYCWVTAHQLTRLLRHGYYVNVEARSLLACLQSW
selected fasta
>putative NDP-hexose 2,3-dehydratase
GTGGTGAGCCTCCCGGCAGGCCAGGTCGGCGGCCTCGCACGAGCACGAGCCCTCCCCTCG
GAGGCGTACCTGTCGGACGTCGCCGGTGCGGAGTTCATCGACTGGTTCGCCCGGTGCTCC
GCCGCCGCGCAGTGCCGGGTGACGCGGGCGCCGCTGACCGAGCTGCGGCGATGGCGGTTC
GACGCCGACACGGGAAACCTCGCGCACGAGTCCGGAGCCTTCTTCGCCGTCGAGGGCCTG
CGGGTGCGCACCAGTTACGGGCCGGTCCCCGAGTGGAGCCAGCCCATCATCAACCAGCCG
GAGATCGGCATCCTCGGCATGCTGGTCAAGGAGGTCGACGGCGTTCCGCACTGCCTCGTG
CAGGCCAAGATCGAGCCCGGCAACCACAACCGCATCCAGCTGTCGCCGACCGTCCAGGCC
ACCCGCAGCAACTACACCCGCATCCACCAGGGCCGCAGCACCCGTTATCTGGAGTTCTTC
ACCAAGGCCGGCGCGGGCCGCACCCTGGTGGACGTCCTGCAGTCCGAGCAGGGCGCGTGG
TTTCTGCGCAAGCGCAACCGCAACATGGTCGTCCAGGTGGCTGAGGACGTGCCCGCCGCC
AAGGGCTACCACTGGCTGCCGCTGACCGAACTGCGGCGGCTGCTGCGCATCGACGGCCTG
GTCAACATGGACACCCGGACCGTGCTGGCCTGCCTCCCGGCGGATACGTTCCCCGCCTCC
CGGCCGGTGCCGGTCGGTGACGTCGGGGCGGCACTCGTGCTGTCGTCGACGGGCCAGGGC
ACCTCCCTGAACGACATGGGGGCCGTGCTGCGCTGGTTCACCGAGGCCAAGAGCCGGCAC
CAACTGACGGCACACCGGACGCCCCTGCGGGACCTGCCCGGGTGGCGCGGCACTCCGGAG
CAGATCACCCACGAGGACGGGCGGCACTTCAGCATCATCGGGGTGACCGCCCAGGTCGGT
GACCGCGAGGTGGCCGAATGGGACCAGCCGCTGCTGTTCCCGCAGGGGCGCGGAGTCGTC
GCGTTCGTGATCAAGGTCATCGAAGGGGTCGCGCACCTGCTCGTCCACGCCCGGTTCCAG
CCCGGCCTGCTGGACGGCATGGAGATGGGCCCGACCGTGCAGTGCGTCCCGGAGAACTAT
CCGCAAGGGCCGCCGCGGTTCCTCGACTACGTCCTGACCGCTTCCCCGGAGCGCCTCCTC
TACAGTGCCGTCCTGGCCGAGGAGGGCGGGCGCTTCTACCACTCGCAGAACAGCTATCTC
CTGGTCGAGGCCGACGACGACTTCCCCGTAGCCGTCCCCGATGACTACTGCTGGGTGACC
GCCCACCAGCTCACCCGGCTCCTGCGGCACGGCTACTACGTCAACGTCGAGGCCCGGAGC
CTGCTCGCCTGCCTGCAGAGTTGGTGA

close this sectionFeature

BLASTP
Database:UniProtKB:2011_09 		show BLAST table
InterPro
Database:interpro:38.0
IPR005212 NDP-hexose 2,3-dehydratase (Domain)
[30-232] 4.3e-81 PF03559 [266-465] 1.4e-75 PF03559
PF03559   Hexose_dehydrat
SignalP No significant hit
TMHMM No significant hit
Avil_00475 Avil_00475   Avil_00490 Avil_00490
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