paspaline biosynthesis

Scott B, Young CA, Saikia S, McMillan LK, Monahan BJ, Koulman A, Astin J, Eaton CJ, Bryant A, Wrenn RE, Finch SC, Tapper BA, Parker EJ, Jameson GB. Deletion and gene expression analyses define the paxilline biosynthetic gene cluster in Penicillium paxilli. Toxins (Basel). 2013 Aug 14;5(8):1422–46. PMID: 23949005; PMCID: PMC3760044.; Liu C, Noike M, Minami A, Oikawa H, Dairi T. Functional analysis of a prenyltransferase gene (paxD) in the paxilline biosynthetic gene cluster. Applied Microbiology and Biotechnology. 2013 Mar 24;98(1):199–206. doi: 10.1007/s00253-013-4834-9.; Tagami K, Liu C, Minami A, Noike M, Isaka T, Fueki S, Shichijo Y, Toshima H, Gomi K, Dairi T, Oikawa H. Reconstitution of biosynthetic machinery for indole-diterpene paxilline in Aspergillus oryzae. J Am Chem Soc. 2013 Jan 30;135(4):1260–3. doi: 10.1021/ja3116636. PMID: 23311903.; Saikia S, Parker EJ, Koulman A, Scott B. Four gene products are required for the fungal synthesis of the indole-diterpene, paspaline. FEBS Lett. 2006 Mar 06;580(6):1625–30. doi: 10.1016/j.febslet.2006.02.008. PMID: 16494875.

Metabolites

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

Emindole SB

Formula: C28H39NO (405.3031484)

CAS ID:

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Magnesium cation

Formula: Mg (23.98505)

CAS ID: 22537-22-0

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Paspaline

Formula: C28H39NO2 (421.2980634)

CAS ID: 11024-56-9

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.-.-.-
2.5.1.1 dimethylallyltranstransferase prenyl-diphosphate:3-methylbut-3-en-1-yl-diphosphate prenyltranstransferase
2.5.1.10 (2E,6E)-farnesyl diphosphate synthase geranyl-diphosphate:isopentenyl-diphosphate geranyltranstransferase
2.5.1.29 geranylgeranyl diphosphate synthase (2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate farnesyltranstransferase


Proteins

Protein ID name full name
E3UBL6 paxB Terpene cyclase paxB
Q9C446 paxG Geranylgeranyl pyrophosphate synthase paxG
Q9C447 paxM FAD-dependent monooxygenase paxM
Q9C448 paxC Prenyl transferase paxC