BGC0000239

BGC0000239: landomycin A biosynthetic gene cluster from Streptomyces cyanogenus

View antiSMASH-generated output

Download Cluster GenBank file

Download region SVG

Location: 1 - 34,644 nt. (total: 34,644 nt).
This entry is originally from NCBI GenBank AF080235.1.

Legend:

core biosynthetic genes

additional biosynthetic genes

transport-related genes

regulatory genes

other genes

resistance

TTA codons

reset view

zoom to selection

Gene details

Select a gene to view the details available for it

General

Compounds

Genes

Polyketide

Saccharide

History

NRPS/PKS domains

KnownClusterBlast

General information about the BGC

MIBiG accession	BGC0000239
Short description	landomycin A biosynthetic gene cluster from Streptomyces cyanogenus
Status	Minimal annotation: no A minimal annotation only contains information on the BGC loci and one or more linked chemical product(s) Completeness: incomplete Whether the loci encodes everything needed for the pathway producing the compound(s)
Biosynthetic class(es)	Polyketide (Angucycline) Saccharide (hybrid/tailoring)
Loci	NCBI GenBank: AF080235.1
Compounds	landomycin A
Species	Streptomyces cyanogenus [taxonomy]
References	Cloning and characterization of a gene cluster from Streptomyces cyanogenus S136 probably involved in landomycin biosynthesis. Westrich L et al., FEMS Microbiol Lett (1999) PMID:9933932 Landomycins, new angucycline antibiotics from Streptomyces sp. I. Structural studies on landomycins A-D. Henkel T et al., J Antibiot (Tokyo) (1990) PMID:2358402 Landomycin A inhibits DNA synthesis and G1/S cell cycle progression. Crow RT et al., Bioorg Med Chem Lett (1999) PMID:10397496 [The sensitivity to landomycins A and E of streptomycetes, producers of polyketide antibiotics]. Matseliukh BP et al., Mikrobiol Z (1998 Jan-Feb) PMID:9621686 Elucidation of post-PKS tailoring steps involved in landomycin biosynthesis. Kharel MK et al., Org Biomol Chem (2012) PMID:22454092 Properties of lanK-based regulatory circuit involved in landomycin biosynthesis in Streptomyces cyanogenus S136. Ostash B et al., Genetika (2010) PMID:20583594 Coordination of export and glycosylation of landomycins in Streptomyces cyanogenus S136. Ostash I et al., FEMS Microbiol Lett (2008) PMID:18537830 Function of lanI in regulation of landomycin A biosynthesis in Streptomyces cyanogenus S136 and cross-complementation studies with Streptomyces antibiotic regulatory proteins encoding genes. Rebets Y et al., Arch Microbiol (2008) PMID:17786405 Generation of new landomycins by combinatorial biosynthetic manipulation of the LndGT4 gene of the landomycin E cluster in S. globisporus. Ostash B et al., Chem Biol (2004) PMID:15123249 LanV, a bifunctional enzyme: aromatase and ketoreductase during landomycin A biosynthesis. Mayer A et al., Chembiochem (2005) PMID:16283688 Iteratively acting glycosyltransferases involved in the hexasaccharide biosynthesis of landomycin A. Luzhetskyy A et al., Chem Biol (2005) PMID:16039521 Differences in the substrate specificity of glycosyltransferases involved in landomycins A and E biosynthesis. Erb A et al., Appl Microbiol Biotechnol (2009) PMID:19352642 Structural characterization of O- and C-glycosylating variants of the landomycin glycosyltransferase LanGT2. Tam HK et al., Angew Chem Int Ed Engl (2015) PMID:25581707 Rational design of an aryl-C-glycoside catalyst from a natural product O-glycosyltransferase. Härle J et al., Chem Biol (2011) PMID:21513888 Elucidation of the function of two glycosyltransferase genes (lanGT1 and lanGT4) involved in landomycin biosynthesis and generation of new oligosaccharide antibiotics. Trefzer A et al., Chem Biol (2001) PMID:11755402 LanGT2 Catalyzes the First Glycosylation Step during landomycin A biosynthesis. Luzhetskyy A et al., Chembiochem (2005) PMID:15977274 Function of lanGT3, a glycosyltransferase gene involved in landomycin A biosynthesis. Luzhetskyy A et al., Chembiochem (2004) PMID:15515090

Chemical products information

landomycin A

Copy SMILES

C₅₅H₇₄O₂₂

Chemical database entries
NPAtlas
PubCHEM
ChEBI
ChemSpider

List of genes involved in compound(s) production

Identifiers	Position	Product	Functions	Evidence	Extra
AAD13534.1 lanE	662 - 2137 (+)	oxygenase homolog	Tailoring (Oxidation)	Activity assay Other in vivo study	copy AA seq copy Nt seq
AAD13535.1 lanF	2220 - 2549 (+)	cyclase homolog			copy AA seq copy Nt seq
AAD13536.1 lanA	2584 - 3858 (+)	B-ketoacyl-ACP synthase homolog			copy AA seq copy Nt seq
AAD13537.1 lanB	3855 - 5075 (+)	chain length factor homolog			copy AA seq copy Nt seq
AAD13538.1 lanC	5135 - 5404 (+)	acyl carrier protein homolog			copy AA seq copy Nt seq
AAD13539.1 lanD	5443 - 6228 (+)	reductase homolog			copy AA seq copy Nt seq
AAD13540.1 lanL	6276 - 7235 (+)	cyclase homolog			copy AA seq copy Nt seq
AAD13541.1 lanM	7238 - 8806 (+)	Dehydratase	Tailoring (Dehydration)	Other in vivo study	copy AA seq copy Nt seq
AAD13542.1 lanN	8803 - 9471 (+)	reductase homolog			copy AA seq copy Nt seq
AAD13543.1 lanO	9626 - 10207 (+)	reductase homolog			copy AA seq copy Nt seq
AAD13544.1 lanP1	10210 - 11784 (+)	decarboxylase homolog			copy AA seq copy Nt seq
AAD13545.1 lanG	12086 - 13153 (+)	NDP-hexose synthetase homolog			copy AA seq copy Nt seq
AAD13546.1 lanH14	13150 - 14130 (+)	NDP-hexose 4,6-dehydratase homolog			copy AA seq copy Nt seq
AAD13547.1 lanQ	14216 - 15520 (+)	NDP-hexose 3,4-dehydratase homolog			copy AA seq copy Nt seq
AAD13548.1 lanR	15517 - 16278 (+)	4-keto reductase homolog			copy AA seq copy Nt seq
AAD13549.1 lanS	16318 - 17727 (+)	NDP-hexose 2,3-dehydratase homolog			copy AA seq copy Nt seq
AAD13550.1 lanT	17724 - 18689 (+)	oxidoreductase homolog			copy AA seq copy Nt seq
AAD13551.1 lanU	18740 - 19387 (+)	LanU			copy AA seq copy Nt seq
AAD13552.1 lanV	19517 - 20278 (+)	bifunctional reductase + aromatase	Tailoring (Reduction)	Other in vivo study	copy AA seq copy Nt seq
AAD13553.1 lanGT2	20687 - 21808 (+)	D-olivose-transferase	Scaffold biosynthesis	Knock-out Other in vivo study	copy AA seq copy Nt seq
AAD13554.1 lanX	21879 - 22322 (+)	LanX			copy AA seq copy Nt seq
AAD13555.1 lanGT1	22417 - 23589 (+)	glycosyl transferase homolog	Scaffold biosynthesis	Other in vivo study	copy AA seq copy Nt seq
AAD13556.1 lanK	23647 - 24225 (-)	TetR-like regulatory protein	Regulation	Activity assay	copy AA seq copy Nt seq
AAD13557.1 lanJ	24415 - 25968 (+)	LanJ			copy AA seq copy Nt seq
AAD13558.1 lanZ1	26033 - 26611 (+)	NDP-hexose 3,5-epimerase homolog			copy AA seq copy Nt seq
AAD13559.1 lanGT3	26719 - 27924 (+)	D-olivosyltransferase	Scaffold biosynthesis	Knock-out	copy AA seq copy Nt seq
AAD13560.1 lanZ2	28011 - 28997 (+)	impacts the formation of the sugar side chain	Scaffold biosynthesis	Knock-out	copy AA seq copy Nt seq
AAD13561.1 lanZ3	28994 - 29974 (+)	NDP-hexose 4-keto reductase homolog			copy AA seq copy Nt seq
AAD13562.1 lanGT4	30061 - 31314 (+)	L-rhodinosyltransferase	Scaffold biosynthesis	Knock-out	copy AA seq copy Nt seq
AAD13563.1 lanZ4	31356 - 31958 (+)	reductase homolog			copy AA seq copy Nt seq
AAD13564.1 lanZ5	31955 - 33148 (+)	bifunctional oxygenase-dehydratase	Tailoring (Dehydration)	Activity assay	copy AA seq copy Nt seq
AAD13565.1 lanZ6	33161 - 33877 (+)	LanZ6			copy AA seq copy Nt seq

Polyketide-specific information

Subclass	Angucycline
Starter unit	Acetyl-CoA
Ketide length	10
Cyclic?	yes

Polyketide-synthases

Genes	Properties	Modules
lanF + lanA + lanL + lanV + lanC	Synthase subclass: Type II

Saccharide-specific information

Subclass	hybrid/tailoring
Glycosyltransferases	lanGT1 Specificity: D-olivose Evidence: Sequence-based prediction
	lanGT2 Specificity: D-olivose Evidence: Sequence-based prediction
	lanGT3 Specificity: D-olivose Evidence: Sequence-based prediction
	lanGT4 Specificity: L-rhodinose Evidence: Sequence-based prediction

Annotation changelog

MIBiG version	Submitter	Notes
1.0	Hidden contributor (ID: LPHAMZXQ3BT6INJWOLKUYGWU, no GDPR consent given).	Submitted
2.0	Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).	Migrated from v1.4 Updated compound(s) information (NPAtlas curation)
3.0	Hidden contributor (ID: 3UOU7PODQJXIM6BEPUHHRRA5, no GDPR consent given). Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).	Remove duplicated citations Remove leading/trailing whitespace in gene identifiers Cleaned up synonym list
3.1	Hidden contributor (ID: AAAAAAAAAAAAAAAAAAAAAAAA, no GDPR consent given).	Update chemical activity to schema version 2.11

Detailed domain annotation

Selected features only

Show module domains

Similar known gene clusters