Genetic localization and in vivo characterization of a Monascus azaphilone pigment biosynthetic gene cluster

Applied Microbiology and Biotechnology

Volumn 97, Issue 14, 2013, Pages 6337-6345

  Balakrishnan, Bijinu ^a   Karki, Suman ^a   Chiu, Shih Hau ^b   Kim, Hyun Ju ^a   Suh, Jae Won ^a   Nam, Bora ^a   Yoon, Yeo Min ^a   Chen, Chien Chi ^b   Kwon, Hyung Jin ^a  

^a Myong Ji University   (South Korea)

^b FOOD INDUSTRY RESEARCH AND DEVELOPMENT INSTITUTE   (Taiwan)

Author keywords

Azaphilone pigment; Monascus pilosus; Monascus purpureus; Polyketide biosynthetic gene cluster; T DNA mutagenesis; Targeted gene inactivation

Indexed keywords

BIOSYNTHETIC GENE CLUSTER; FATTY ACID SYNTHASE; GENE INACTIVATION; MONASCUS PILOSUS; MONASCUS PURPUREUS; POLYKETIDE SYNTHASE GENES; POLYKETIDE SYNTHASES; TRANSCRIPTIONAL REGULATOR;

BIOCHEMISTRY; DNA; KETONES; MUTAGENESIS; PIGMENTS; PLANTS (BOTANY); TRANSCRIPTION;

GENES;

AZAPHILONE PIGMENT; FATTY ACID SYNTHASE; PIGMENT; POLYKETIDE SYNTHASE; UNCLASSIFIED DRUG;

DNA; GENETIC VARIATION; GENOME; HOMOLOGY; METABOLITE; MUTAGENICITY; PIGMENT;

ARTICLE; BIOSYNTHESIS; FUNGAL GENOME; FUNGUS MUTANT; GENE CLUSTER; IN VIVO STUDY; MONASCUS PILOSUS; MONASCUS PURPUREUS; MUTAGENESIS; NONHUMAN; NUCLEOTIDE SEQUENCE; REGULATOR GENE;

FUNGAL PROTEINS; GENE EXPRESSION REGULATION, FUNGAL; MIXED FUNCTION OXYGENASES; MONASCUS; MULTIGENE FAMILY; PIGMENTS, BIOLOGICAL; POLYKETIDE SYNTHASES;

MONASCUS; MONASCUS PILOSUS; MONASCUS PURPUREUS; PENICILLIUM MARNEFFEI; TALAROMYCES STIPITATUS;

EID: 84879840949     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-013-4745-9     Document Type: Article

References (25)

1. Akihisa T, Tokuda H, Yasukawa K, Ukiya M, Kiyota A, Sakamoto N, Suzuki T, Tanabe N, Nishino H (2005) Azaphilones, furanoisophthalides, and amino acids from the extracts of Monascus pilosus-fermented rice (red-mold rice) and their chemopreventive effects. J Agric Food Chem 53:562-565
2. Bailey AM, Cox RJ, Harley K, Lazarus CM, Simpson TJ, Skellam E (2007) Characterisation of 3-methylorcinaldehyde synthase (MOS) in Acremonium strictum: first observation of a reductive release mechanism during polyketide biosynthesis. Chem Commun (39):4053-4055
3. Brown DW, Adams TH, Keller NP (1996) Aspergillus has distinct fatty acid synthases for primary and secondary metabolism. Proc Natl Acad Sci USA 93:14873-14877
4. Chen YP, Tseng CP, Liaw LL, Wang CL, Chen IC, Wu WJ, Wu MD, Yuan GF (2008) Cloning and characterization of monacolin K biosynthetic gene cluster from Monascus pilosus. J Agric Food Chem 56:5639-5646
5. Chiang YM, Szewczyk E, Davidson AD, Keller N, Oakley BR, Wang CC (2009) A gene cluster containing two fungal polyketide synthases encodes the biosynthetic pathway for a polyketide, asperfuranone, in Aspergillus nidulans. J Am Chem Soc 131:2965-2970
6. Chiang YM, Oakley BR, Keller NP, Wang CC (2010) Unraveling polyketide synthesis in members of the genus Aspergillus. Appl Microbiol Biotechnol 86:1719-1736
7. Cox RJ (2007) Polyketides, proteins and genes in fungi: programmed nano-machines begin to reveal their secrets. Org Biomol Chem 5:2010-2026
8. Crawford JM, Townsend CA (2010) New insights into the formation of fungal aromatic polyketides. Nat Rev Microbiol 8:879-889
9. Crawford JM, Dancy BC, Hill EA, Udwary DW, Townsend CA (2006) Identification of a starter unit acyl-carrier protein transacylase domain in an iterative type I polyketide synthase. Proc Natl Acad Sci USA 103:16728-16733
10. Crawford JM, Thomas PM, Scheerer JR, Vagstad AL, Kelleher NL, Townsend CA (2008) Deconstruction of iterative multidomain polyketide synthase function. Science 320:243-246
11. Davison J, al Fahad A, Cai M, Song Z, Yehia SY, Lazarus CM, Bailey AM, Simpson TJ, Cox RJ (2012) Genetic, molecular, and biochemical basis of fungal tropolone biosynthesis. Proc Natl Acad Sci USA 109:7642-7647
12. de Groot MJ, Bundock P, Hooykaas PJ, Beijersbergen AG (1998) Agrobacterium tumefaciens-mediated transformation of filamentous fungi. Nat Biotechnol 16:839-842
13. Feng Y, Shao Y, Chen F (2012) Monascus pigments. Appl Microbiol Biotechnol 96:1421-1440
14. Haws EJ, Holker JSE, Kelly A, Powell ADG, Robertson A (1959) Structure of rubropunctatin. J Chem Soc 1959:3598-3610
15. Kennedy J, Auclair K, Kendrew SG, Park C, Vederas JC, Hutchinson CR (1999) Modulation of polyketide synthase activity by accessory proteins during lovastatin biosynthesis. Science 284:1368-1372
16. Li YP, Xu Y, Huang ZB (2012) Isolation and characterization of the citrinin biosynthetic gene cluster from Monascus aurantiacus. Biotechnol Lett 34:131-136
17. Liu T, Chiang YM, Somoza AD, Oakley BR, Wang CC (2011) Engineering of an "unnatural" natural product by swapping polyketide synthase domains in Aspergillus nidulans. J Am Chem Soc 133:13314-13316
18. Mapari SA, Hansen ME, Meyer AS, Thrane U (2008) Computerized screening for novel producers of Monascus-like food pigments in Penicillium species. J Agric Food Chem 56:9981-9989
19. Mapari SA, Thrane U, Meyer AS (2010) Fungal polyketide azaphilone pigments as future natural food colorants? Trends Biotechnol 28:300-307
20. Michielse CB, Hooykaas PJ, van den Hondel CA, Ram AF (2008) Agrobacterium-mediated transformation of the filamentous fungus Aspergillus awamori. Nat Protoc 3:1671-1678
21. Osmanova N, Schultze W, Ayoub N (2010) Azaphilones: a class of fungal metabolites with diverse biological activities. Phytochem Rev 9:315-342
22. Shimizu T, Kinoshita H, Ishihara S, Sakai K, Nagai S, Nihira T (2005) Polyketide synthase gene responsible for citrinin biosynthesis in Monascus purpureus. Appl Environ Microbiol 71:3453-3457
23. Somoza AD, Lee KH, Chiang YM, Oakley BR, Wang CC (2012) Reengineering an azaphilone biosynthesis pathway in Aspergillus nidulans to create lipoxygenase inhibitors. Org Lett 14:972-975
24. Winter JM, Sato M, Sugimoto S, Chiou G, Garg NK, Tang Y, Watanabe K (2012) Identification and characterization of the chaetoviridin and chaetomugilin gene cluster in Chaetomium globosum reveal dual functions of an iterative highly-reducing polyketide synthase. J Am Chem Soc 134:17900-17903
25. Zabala AO, Xu W, Chooi YH, Tang Y (2012) Characterization of a silent azaphilone gene cluster from Aspergillus niger ATCC 1015 reveals a hydroxylation-mediated pyran-ring formation. Chem Biol 19:1049-1059