C1027_00330 C1027_00330   C1027_00350 C1027_00350

C1027_00340 : CDS information

close this sectionLocation

Organism
StrainC-1027
Entry nameC-1027
Contig
Start / Stop / Direction43,692 / 41,047 / - [in whole cluster]
43,692 / 41,047 / - [in contig]
Locationcomplement(41047..43692) [in whole cluster]
complement(41047..43692) [in contig]
TypeCDS
Length2,646 bp (881 aa)
Click on the icon to see Genetic map.

close this sectionAnnotation

Category1.2 NRPS
Productnon-ribosomal peptide synthetase adenylation domain protein
Product (GenBank)A-domain type II peptide synthetase
GenesgcC1
Gene (GenBank)
EC number
Keyword
  • (S)-3-chloro-4,5-dihydroxy-beta-phenylalanine
Note
Note (GenBank)
  • ORF25
Reference
ACC
PmId
[12183628] Biosynthesis of the enediyne antitumor antibiotic C-1027. (Science. , 2002)
[16104723] Biosynthesis of the beta-amino acid moiety of the enediyne antitumor antibiotic C-1027 featuring beta-amino acyl-S-carrier protein intermediates. (J Am Chem Soc. , 2005)
[16887797] Substrate specificity of the adenylation enzyme SgcC1 involved in the biosynthesis of the enediyne antitumor antibiotic C-1027. (J Biol Chem. , 2006)
comment
[PMID:12183628]
C-1027の生合成遺伝子クラスターの報告

sgcC1欠損株を作製、C-1027産生が見られなかったことから必須遺伝子だとしている。
sgcC to sgcC5, encoding beta-amino biosynthesis.
機能解析はしていない。
non ribosomale peptide synthetase(NRPS)-adenylation enzyme(SgcC1)としている。


[PMID:16104723]
C-1027のbeta-amino acid moiety生合成の報告

sgcC1とsgcC2は大腸菌で発現・精製、過剰発現させた
アミノ酸依存性のATP-[32P]PPi exchange dataから、SgcC1は(S)-beta-tyrosine特異的なbeta-amino acid-activating adenylation enzymeであることを示した。
また、FT-MSの解析から(S)-beta-tyrosineの活性化とSgcC2の(S)-beta-tyrosinylationは、(S)-beta-tyrosineのchlorinationとhydroxylationより前に行われることを示した。



[PMID:16887797]
SgcC1の機能解析

SgcC1はL-alpha-tyrosineを活性化するA domainと相同性を示した。nonribosomal codesのアライメント比較から、SgcC1のAsp235とLys517はalpha-amino and the carboxylate groupsと相互作用すると推測された。また、SgcC1の基質特異性は、alpha-amino acidsではなくbeta-phenyl-alanine or beta-tyrosine analogsのみを認識、特に(S)-beta-tyrosineがSgcC1の基質としてもっとも好ましかった。
InterProで示されたN末端のC domainに関しては本文中ふれていない。

close this sectionPKS/NRPS Module

B1 L-alpha-tyrosine
A396..808

close this sectionSequence

selected fasta
>non-ribosomal peptide synthetase adenylation domain protein [A-domain type II peptide synthetase]
MRRRPKMGVVANDVTVTEPDRGPSPASGSAVLHPYAAYHVSGGLDLEALRTAWRAAAGDG
AAVDGPSADEECGEEELCARWAARPFAEGDAPARLHIARRGPRAHLLLLVASHSGAWDGP
SGPLPAALSNAYLAVTTGGRPPTAPAPQTPRAPGSEESSATASGQVLPADRNRPHLPSHA
GSTVAFGWSPDLGFRTARLAEAEGVTAAAVVLAGFRALVQRYAGQDDGTPATAFRELLHT
TPAPAPGPCRIEGADAVFVHEERPGLRIPGAEVRRLSVHNGTAAADLTLVLQDTAPSVTG
YLEYREALFEPASARRMLDQLAVLLTAATTDPDTPVGALPLDDDRHRDHALRASDRRASG
GDMTRPVHASVRRHAEHDGVAVSFGGTRTSYAELTAELTADAARVASALTAAGAGHGSPV
AVRMQPGARRIAVLLGVLEAGAHLAWFAPDGAGERHRSMLSDLRPACLVLDGDPQEDPLA
LWYAGEPGATLLDASSVLGPRPAAGPDATTAAGPGLADLAYVAFTSGSTGRPKGIAQSHA
ALGQFAGWMGERFAMGPGARVAQWVSPEHDPALAEVFATLVAGGTLCPVPERVRVNPDKL
VPWLVQERITHLQTVPSFARDLLGVITASDPGDRPGTLGHLLLMGEALPGELVDGLRAAL
PRTRLINLYGPTETIAATWHEITGPVTGPAPIGYPLPGRQVLVVDADDRPSPAGVTGELV
IRSPYVTPGYLAVEGGPDHSALFAPLAGLAPDGDRWYRTGDLARVRFDGALEFRGRKDFQ
VKLFGNRLELTEIEAALNRDPSVLECAVLPHVNGQGLVTRLAVYVVPQGEGREDVRADIR
AWRSHLRGQFGPLALPAVFTRLTSRLPRNAAGKVDRSRLTR
selected fasta
>non-ribosomal peptide synthetase adenylation domain protein [A-domain type II peptide synthetase]
GTGCGCCGCCGCCCCAAGATGGGCGTCGTGGCGAATGACGTGACTGTGACCGAGCCGGAC
CGGGGGCCTTCGCCGGCCTCCGGATCTGCGGTGTTGCACCCGTACGCGGCCTACCACGTG
AGCGGCGGACTCGACCTGGAGGCCCTGCGGACGGCCTGGCGGGCCGCCGCCGGAGACGGG
GCCGCCGTGGACGGGCCGAGTGCCGACGAGGAGTGCGGGGAGGAGGAACTCTGCGCTCGC
TGGGCGGCCCGTCCCTTCGCCGAGGGTGACGCGCCCGCACGGCTCCACATCGCCCGCAGA
GGCCCACGCGCGCACCTGCTTCTCCTGGTGGCCTCGCACTCCGGAGCCTGGGACGGGCCG
TCCGGGCCCCTGCCGGCCGCGTTGTCGAACGCGTACCTCGCCGTCACCACCGGCGGCCGG
CCTCCCACTGCGCCCGCGCCGCAAACGCCCCGGGCGCCCGGGAGCGAGGAGTCTTCGGCG
ACCGCCTCCGGACAGGTCCTGCCCGCCGACCGGAACCGCCCGCACCTGCCCTCGCACGCG
GGGAGCACCGTCGCCTTCGGCTGGAGTCCGGACCTCGGCTTCCGTACGGCCCGGCTCGCC
GAAGCGGAAGGGGTCACCGCCGCGGCCGTGGTGCTGGCCGGATTCCGAGCCCTGGTCCAG
CGCTACGCCGGACAGGACGACGGCACGCCGGCCACCGCCTTCCGGGAGCTGCTGCACACG
ACGCCGGCCCCGGCCCCCGGGCCGTGCCGGATCGAGGGGGCCGACGCCGTGTTCGTCCAC
GAGGAGCGGCCGGGCCTGCGGATACCAGGCGCCGAGGTGAGGCGGCTGTCCGTGCACAAC
GGCACTGCCGCCGCCGACCTGACCCTGGTGCTGCAGGACACCGCGCCCTCGGTCACCGGC
TACCTGGAGTACCGCGAAGCTCTGTTCGAGCCCGCTTCGGCCCGGCGGATGCTGGATCAG
CTGGCCGTCCTCCTGACCGCCGCGACCACGGATCCGGACACACCCGTGGGCGCTCTGCCG
CTGGACGACGACCGCCACCGGGACCACGCCCTGCGCGCTTCGGACCGCCGGGCGTCCGGC
GGGGACATGACGCGGCCGGTGCACGCCTCGGTCCGCCGCCACGCGGAACACGACGGTGTC
GCCGTCTCGTTCGGCGGCACGCGCACAAGCTACGCCGAACTGACCGCCGAACTGACCGCG
GACGCGGCCCGCGTCGCCTCGGCCCTCACCGCGGCCGGCGCGGGGCACGGCTCGCCGGTG
GCGGTGCGGATGCAGCCGGGCGCCCGCCGGATCGCGGTGCTGCTGGGAGTCCTGGAGGCG
GGCGCCCACCTGGCGTGGTTCGCTCCGGACGGCGCGGGCGAACGACACCGGTCGATGCTC
AGCGATCTGCGCCCGGCGTGCCTGGTCCTCGACGGCGATCCGCAGGAGGATCCGCTGGCG
CTCTGGTACGCCGGTGAACCGGGCGCCACCCTGCTGGACGCCTCCTCTGTGCTCGGCCCT
CGACCCGCCGCCGGCCCGGACGCGACGACCGCGGCGGGGCCGGGCCTGGCAGACCTGGCC
TACGTGGCGTTCACCTCGGGTTCGACCGGGCGGCCCAAGGGGATCGCCCAGTCGCATGCC
GCGCTGGGCCAGTTCGCGGGCTGGATGGGCGAACGGTTCGCGATGGGGCCGGGCGCGCGG
GTGGCGCAGTGGGTCTCCCCGGAGCACGACCCGGCGCTGGCCGAGGTCTTCGCGACGCTC
GTGGCCGGCGGGACGCTGTGTCCGGTGCCGGAGCGCGTCAGGGTGAACCCCGACAAGCTG
GTGCCGTGGCTCGTCCAGGAGCGGATCACTCATCTCCAGACCGTGCCCAGCTTCGCCCGG
GACCTCCTGGGAGTGATCACCGCCTCCGACCCGGGCGATCGGCCCGGCACCCTGGGCCAC
CTGCTCCTGATGGGCGAGGCGCTGCCCGGCGAACTCGTGGACGGACTGCGCGCGGCCCTG
CCCCGGACCCGCCTGATCAACCTCTACGGGCCCACCGAGACGATCGCCGCGACCTGGCAC
GAGATCACCGGGCCGGTCACGGGCCCGGCCCCGATCGGGTACCCGCTCCCCGGCCGCCAG
GTACTCGTCGTGGACGCGGACGACCGGCCGAGCCCCGCCGGCGTCACCGGCGAACTGGTG
ATCCGCTCCCCGTACGTGACGCCGGGTTATCTCGCCGTCGAGGGCGGCCCGGACCACAGC
GCGCTGTTCGCGCCCCTCGCCGGCCTCGCCCCGGACGGTGACCGGTGGTACCGGACCGGG
GATCTGGCGCGGGTACGGTTCGACGGAGCCCTGGAATTCCGGGGCCGCAAGGACTTCCAG
GTCAAGCTGTTCGGGAACCGCTTGGAACTCACCGAGATCGAGGCCGCGCTGAACCGTGAC
CCCTCGGTCCTGGAGTGCGCGGTCCTCCCCCACGTCAACGGCCAGGGCCTGGTGACCCGC
CTCGCCGTGTACGTGGTGCCACAAGGAGAGGGCCGGGAGGACGTGCGCGCGGACATCCGG
GCCTGGCGTTCCCATCTGCGCGGCCAGTTCGGCCCCCTCGCACTGCCCGCCGTCTTCACC
CGCCTGACTTCACGCCTGCCGCGCAACGCCGCGGGGAAGGTGGACCGCTCCCGGCTCACC
CGCTGA
[1] A396..808
[1] L-alpha-tyrosine570..676
[1] A1186..2424
[1] L-alpha-tyrosine1708..2028

close this sectionFeature

BLASTP
Database:UniProtKB:2011_09 		show BLAST table
InterPro
Database:interpro:38.0
IPR000873 AMP-dependent synthetase/ligase (Domain)
[396-808] 2.50000000000001e-80 PF00501
PF00501   AMP-binding
IPR001242 Condensation domain (Domain)
[165-227] 4.6e-05 PF00668
PF00668   Condensation
IPR020845 AMP-binding, conserved site (Conserved_site)
[522-533] PS00455
PS00455   AMP_BINDING
SignalP No significant hit
TMHMM No significant hit
C1027_00330 C1027_00330   C1027_00350 C1027_00350
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