Nanch_00160 : CDS information

close this sectionLocation

Organism
StrainNS3226
Entry nameNanchangmycin
Contig
Start / Stop / Direction67,823 / 68,863 / + [in whole cluster]
67,823 / 68,863 / + [in contig]
Location67823..68863 [in whole cluster]
67823..68863 [in contig]
TypeCDS
Length1,041 bp (346 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)NanG4
Gene
Gene (GenBank)nanG4
EC number
Keyword
  • 4-O-methyl-L-rhodinose
Note
Note (GenBank)
  • NDP-D-glucose-4,6-dehydratase; NDP-D-glucose-4-epimerase; NDP-D-glucose-4-reductase
Reference
ACC
PmId
[12770825] A complete gene cluster from Streptomyces nanchangensis NS3226 encoding biosynthesis of the polyether ionophore nanchangmycin. (Chem Biol. , 2003)
comment
Nanchangmycin生合成のためのcomplete gene clusterの報告。
(complete clusterと言っているが、同定されたclusterがNanchangmycin生合成に十分かは確認されていない。)

配列解析からの機能予測。
NanG4: NDP-D-glucose-4,6-dehydratase, NDP-D-glucose-4-epimerase, NDP-D-glucose-4-reductase

4-O-methyl-L-rhodinose生合成経路を提唱しているFig. 4では、

dTDP-4-keto-2,6-dideoxy-D-Glu
↓dehydratase
dTDP-D-cinerulose
↓epimerase
dTDP-L-cinerulose
↓reductase
dTDP-L-rhodinose

のtrifunctionが割り当てられている。
Related Reference
ACC
Q9L4S7
NITE
Urd_00230
PmId
[11094336] The NDP-sugar co-substrate concentration and the enzyme expression level influence the substrate specificity of glycosyltransferases: cloning and characterization of deoxysugar biosynthetic genes of the urdamycin biosynthetic gene cluster. (Chem Biol. , 2000)
comment
5th(Q9L4S7) 47%, 5e-52
Streptomyces fradiae_urdZ3
NDP-hexose 4-ketoreductase UrdZ3
[Urd_00230]putative NDP-hexose C-4 ketoreductase

urdZ3, urdQ and urdZ1をそれぞれ不活化するとL-rhodinoseを産生できない株となり、主にurdamycinone B (D-olivoseあり、L-rhodinoseなし)を蓄積。
各genesで相補され、urdamycin A産生回復。
よってこれらのgenesはNDP-L-rhodinose生合成にのみ関与する。

urdamycin deoxysugar(NDP-D-olivose, NDP-L-rhodinose)生合成経路のFigあり。
UrdZ3 = NDP-L-cinerulose → NDP-L-rhodinose
この機能的割り当てを確認するにはさらなる研究が必要。

urdR不活化株で蓄積するurdamycin MはD-rhodinoseを含むので、
UrdZ3 = NDP-D-cinerulose → NDP-D-rhodinose
の還元もできるようだ。
ACC
O33708
NITE
Adria_00200
PmId
[9209071] Cloning and characterization of the Streptomyces peucetius dnmZUV genes encoding three enzymes required for biosynthesis of the daunorubicin precursor thymidine diphospho-L-daunosamine. (J Bacteriol. , 1997)
[10631513] A two-plasmid system for the glycosylation of polyketide antibiotics: bioconversion of epsilon-rhodomycinone to rhodomycin D. (Chem Biol. , 1999)
[9447597] Production of the antitumor drug epirubicin (4'-epidoxorubicin) and its precursor by a genetically engineered strain of Streptomyces peucetius. (Nat Biotechnol. , 1998)
comment
9th(O33708) 46%, 4e-48
Streptomyces peucetius_dnmV
thymidine diphospho-4-keto-2,3,6-trideoxyhexulose reductase
[Adria_00200]NDP-hexose C-4 ketoreductase

---
[PMID: 9209071](1997)
dnmV: 4-keto基の還元

dnmV不活化mutant産物解析と相補による回復から、daunosamine生合成に関与することは確認されている。dTDP-4-ketodeoxyhexulose ketoreductase機能の割り当ては配列解析に基づく。

---
[PMID: 10631513](1999)
異種性ホストにおけるL-daunosamineの生合成と付着のための最少の情報は、dnmLMJVUTS genesによってコードされる。
DnmVとavrE and eryBIV genesの産物は、DNR and DXRに由来する4'-epimeric anthracyclinesの合成を通して、dTDP-4-ketohexulose reductasesであることが証明されている(ref26)。

↓そのref26
[PMID: 9447597](1998) abstract
S.peucetius dnmV mutantに、Streptomyces avermitilis avrE or Saccharopolyspora eryBIV genesを異種性に導入すると、epirubicin (4'-epidoxorubicin) and 4'-epidaunorubicinを形成。

Saccharopolyspora eryBIV = dTDP-4-keto-6-deoxy-L-hexose 4-reductase

close this sectionSequence

selected fasta
>putative NDP-hexose C-4 ketoreductase [NanG4]
MAASPVPPPRGDEALAGTPVLVLGGSGYLGRHICSAFGAAGAQVVPVSRGARGGVDGDGC
RSVRLDLTAAGPDELARLCAGTGARVLVNASGAVWGGGERQMAEANTELVGRLAGAVARL
PGRPRLIHLGSAYEYGPARPGTAIAEDWPPAPTTVYGRTKLSGSQAVLRAAAELGVAGTV
LRVSVACGPGAPVSSLAGAVAAHLAAGRDELRLAPLRDHRDLVDVRDVADAVVAAAVAPV
AAVTGTVVNIGSGQAVPVRRLVDLMIALSGRPVRVIEDPALRRTRSDAAWQRLDIGRARR
LLGWAPRRTLRESLRDLLAAVGAPQPAAVRAATAIGPRNSHGKDSR
selected fasta
>putative NDP-hexose C-4 ketoreductase [NanG4]
ATGGCCGCCTCTCCGGTGCCCCCGCCCCGCGGTGACGAAGCGCTGGCCGGCACGCCGGTC
CTGGTCCTGGGCGGCTCCGGCTACCTGGGGCGGCACATATGCTCGGCGTTCGGTGCCGCG
GGCGCCCAGGTGGTGCCGGTCTCGCGCGGCGCGCGCGGCGGCGTGGACGGTGACGGCTGC
CGCTCGGTGCGCCTGGATCTGACCGCGGCCGGGCCCGATGAGCTGGCCCGGCTGTGCGCC
GGTACAGGGGCGCGGGTGCTGGTGAACGCCTCGGGCGCGGTCTGGGGCGGTGGCGAACGG
CAGATGGCCGAGGCCAACACCGAGCTGGTCGGCCGGCTGGCCGGGGCCGTCGCCCGATTG
CCGGGCCGGCCGCGGCTGATTCACCTGGGCAGCGCCTACGAGTACGGCCCGGCCCGCCCG
GGGACCGCGATCGCGGAGGACTGGCCGCCCGCCCCGACCACCGTCTACGGCCGCACCAAG
CTGAGCGGCTCGCAGGCCGTCCTTCGGGCCGCCGCCGAGCTCGGTGTCGCCGGAACCGTG
CTGCGGGTCTCCGTCGCCTGCGGCCCGGGCGCCCCGGTGAGCAGCCTCGCCGGGGCGGTG
GCCGCGCACTTGGCGGCCGGCCGCGACGAGTTGCGGCTCGCGCCCCTGCGCGACCACCGC
GACCTGGTGGACGTCCGGGACGTGGCCGACGCGGTGGTCGCGGCGGCCGTGGCACCGGTC
GCCGCCGTCACCGGCACAGTCGTCAACATCGGCAGCGGCCAGGCGGTGCCCGTGCGCCGG
CTGGTCGATCTGATGATCGCCCTCAGCGGGCGCCCGGTGCGTGTCATCGAGGACCCCGCG
CTGCGCCGGACGCGTTCCGACGCGGCCTGGCAGCGACTGGACATCGGACGTGCGCGGCGC
CTGCTGGGCTGGGCGCCGCGCCGAACCCTGCGGGAGTCACTGCGCGATCTGCTCGCCGCC
GTCGGCGCGCCGCAGCCCGCGGCGGTACGAGCGGCGACAGCGATCGGACCCCGGAACAGT
CATGGGAAGGACAGCAGATGA

close this sectionFeature

BLASTP
Database:UniProtKB:2011_09
show BLAST table
InterPro
Database:interpro:38.0
IPR001509 NAD-dependent epimerase/dehydratase (Domain)
 [20-251]  1.4e-32 PF01370
PF01370   Epimerase
IPR016040 NAD(P)-binding domain (Domain)
 [20-223]  1.9e-27 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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