KEGG   ORTHOLOGY: K14368Help
Entry
K14368                      KO                                     

Name
eryCIII
Definition
3-alpha-mycarosylerythronolide B desosaminyl transferase [EC:2.4.1.278]
Pathway
ko00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ko01052  Type I polyketide structures
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00774  Erythromycin biosynthesis, propanoyl-CoA + methylmalonyl-CoA => deoxyerythronolide B => erythromycin A/B
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01052 Type I polyketide structures
    K14368  eryCIII; 3-alpha-mycarosylerythronolide B desosaminyl transferase
   00522 Biosynthesis of 12-, 14- and 16-membered macrolides
    K14368  eryCIII; 3-alpha-mycarosylerythronolide B desosaminyl transferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K14368  eryCIII; 3-alpha-mycarosylerythronolide B desosaminyl transferase
Enzymes [BR:ko01000]
 2. Transferases
  2.4  Glycosyltransferases
   2.4.1  Hexosyltransferases
    2.4.1.278  3-alpha-mycarosylerythronolide B desosaminyl transferase
     K14368  eryCIII; 3-alpha-mycarosylerythronolide B desosaminyl transferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Glycosyltransferase
   K14368  eryCIII; 3-alpha-mycarosylerythronolide B desosaminyl transferase
BRITE hierarchy
Other DBs
RN: R05531
COG: COG1819
CAZy: GT1
Genes
SEN: SACE_0726(eryCIII)
AEY: CDG81_13160
AG: AAG13921(megCIII)
TaxonomyKoalaUniProt
Reference
PMID:9353926
  Authors
Summers RG, Donadio S, Staver MJ, Wendt-Pienkowski E, Hutchinson CR, Katz L.
  Title
Sequencing and mutagenesis of genes from the erythromycin biosynthetic gene cluster of Saccharopolyspora erythraea that are involved in L-mycarose and D-desosamine production.
  Journal
Microbiology 143:3251-62 (1997)
DOI:10.1099/00221287-143-10-3251
  Sequence
[sen:SACE_0726]
Reference
PMID:9563840
  Authors
Salah-Bey K, Doumith M, Michel JM, Haydock S, Cortes J, Leadlay PF, Raynal MC
  Title
Targeted gene inactivation for the elucidation of deoxysugar biosynthesis in the erythromycin producer Saccharopolyspora erythraea.
  Journal
Mol Gen Genet 257:542-53 (1998)
DOI:10.1007/s004380050680

KEGG   ORTHOLOGY: K15997Help
Entry
K15997                      KO                                     

Name
eryCII
Definition
3-alpha-mycarosylerythronolide B desosaminyl transferase auxiliary protein
Pathway
ko00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ko01052  Type I polyketide structures
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00774  Erythromycin biosynthesis, propanoyl-CoA + methylmalonyl-CoA => deoxyerythronolide B => erythromycin A/B
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01052 Type I polyketide structures
    K15997  eryCII; 3-alpha-mycarosylerythronolide B desosaminyl transferase auxiliary protein
   00522 Biosynthesis of 12-, 14- and 16-membered macrolides
    K15997  eryCII; 3-alpha-mycarosylerythronolide B desosaminyl transferase auxiliary protein
BRITE hierarchy
Other DBs
RN: R05531
Genes
SEN: SACE_0725(eryCII)
AEY: CDG81_13165
AG: AAG13920(megCII)
TaxonomyKoalaUniProt
Reference
  Authors
Moncrieffe MC, Fernandez MJ, Spiteller D, Matsumura H, Gay NJ, Luisi BF, Leadlay PF
  Title
Structure of the glycosyltransferase EryCIII in complex with its activating P450 homologue EryCII.
  Journal
J Mol Biol 415:92-101 (2012)
DOI:10.1016/j.jmb.2011.10.036
Reference
  Authors
Yuan Y, Chung HS, Leimkuhler C, Walsh CT, Kahne D, Walker S
  Title
In vitro reconstitution of EryCIII activity for the preparation of unnatural macrolides.
  Journal
J Am Chem Soc 127:14128-9 (2005)
DOI:10.1021/ja053704n
Reference
  Authors
Rodriguez E, Peiru S, Carney JR, Gramajo H
  Title
In vivo characterization of the dTDP-D-desosamine pathway of the megalomicin gene cluster from Micromonospora megalomicea.
  Journal
Microbiology 152:667-73 (2006)
DOI:10.1099/mic.0.28680-0

KEGG   ENZYME: 2.4.1.278Help
Entry
EC 2.4.1.278                Enzyme                                 

Name
3-alpha-mycarosylerythronolide B desosaminyl transferase;
EryCIII;
dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose:3-alpha-mycarosylerythronolide B 3-dimethylamino-4,6-dideoxy-alpha-D-glucosyltransferase
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
BRITE hierarchy
Sysname
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose:3-alpha-mycarosylerythronolide B 3-dimethylamino-3,4,6-trideoxy-beta-D-glucosyltransferase
Reaction(IUBMB)
dTDP-D-desosamine + 3-alpha-L-mycarosylerythronolide B = dTDP + erythromycin D [RN:R05531]
Reaction(KEGG)
Substrate
dTDP-D-desosamine [CPD:C11911];
3-alpha-L-mycarosylerythronolide B [CPD:C06630]
Product
dTDP [CPD:C00363];
erythromycin D [CPD:C06633]
Comment
The enzyme is involved in erythromycin biosynthesis.
History
EC 2.4.1.278 created 2012, modified 2014
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K14368  3-alpha-mycarosylerythronolide B desosaminyl transferase
Genes
SEN: SACE_0726(eryCIII)
AEY: CDG81_13160
Taxonomy
Reference
1  [PMID:16218575]
  Authors
Yuan Y, Chung HS, Leimkuhler C, Walsh CT, Kahne D, Walker S
  Title
In vitro reconstitution of EryCIII activity for the preparation of unnatural macrolides.
  Journal
J Am Chem Soc 127:14128-9 (2005)
DOI:10.1021/ja053704n
  Sequence
[sen:SACE_0726]
Reference
2  [PMID:15303858]
  Authors
Lee HY, Chung HS, Hang C, Khosla C, Walsh CT, Kahne D, Walker S
  Title
Reconstitution and characterization of a new desosaminyl transferase, EryCIII, from the erythromycin biosynthetic pathway.
  Journal
J Am Chem Soc 126:9924-5 (2004)
DOI:10.1021/ja048836f
  Sequence
[sen:SACE_0726]
Reference
3  [PMID:22056329]
  Authors
Moncrieffe MC, Fernandez MJ, Spiteller D, Matsumura H, Gay NJ, Luisi BF, Leadlay PF
  Title
Structure of the glycosyltransferase EryCIII in complex with its activating P450  homologue EryCII.
  Journal
J Mol Biol 415:92-101 (2012)
DOI:10.1016/j.jmb.2011.10.036
Other DBs
ExplorEnz - The Enzyme Database: 2.4.1.278
IUBMB Enzyme Nomenclature: 2.4.1.278
ExPASy - ENZYME nomenclature database: 2.4.1.278
BRENDA, the Enzyme Database: 2.4.1.278

KEGG   REACTION: R05531Help
Entry
R05531                      Reaction                               

Name
dTDP-D-desosamine:3-O-mycarosylerythronolide-B 5-O-beta-D-desosaminyltransferase
Definition
dTDP-D-desosamine + 3-O-alpha-Mycarosylerythronolide B <=> Erythromycin D + dTDP
Equation
Comment
desosaminyltransferase, EryCIII+EryCII, MegCIII+MegCII
Reaction class
RC00005  C00363_C11911
RC00049  C06630_C06633
Enzyme
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00774  Erythromycin biosynthesis, propanoyl-CoA + methylmalonyl-CoA => deoxyerythronolide B => erythromycin A/B
Orthology
K14368  3-alpha-mycarosylerythronolide B desosaminyl transferase [EC:2.4.1.278]
K15997  3-alpha-mycarosylerythronolide B desosaminyl transferase auxiliary protein
Reference
1  [PMID:9353926]
  Authors
Summers RG, Donadio S, Staver MJ, Wendt-Pienkowski E, Hutchinson CR, Katz L.
  Title
Sequencing and mutagenesis of genes from the erythromycin biosynthetic gene cluster of Saccharopolyspora erythraea that are involved in L-mycarose and D-desosamine production.
  Journal
Microbiology 143 ( Pt 10):3251-62 (1997)
DOI:10.1099/00221287-143-10-3251
Other DBs
RHEA: 32094

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