Table 1. Summary of Cytochromes P450 Associated with the Biosyntheses of RiPPs.
P450 | associated RiPP (RiPP subclass) | plausible catalytic function | leader/follower peptide-(in)dependent | ref |
---|---|---|---|---|
TpdJ1 | thiomuracins (1–7) (monocyclic thiopeptides) | hydroxylation or stochastic oxidations | unknown | (17, 21) |
TpdJ2 | thiomuracins (1–7) (monocyclic thiopeptides) | hydroxylation or stochastic oxidations | unknown | (17, 21) |
PbtO | GE2270s (8–16) (monocyclic thiopeptides) | hydroxylation | unknown | (20) |
GetJ | GE37468 (19) (monocyclic thiopeptide) | consecutive oxidations | unknown | (21, 22) |
BerH | berninamycins (22–29) (monocyclic thiopeptides) | hydroxylation | unknown | (27) |
GenH | geninthiocins (30–33) (monocyclic thiopeptides) | hydroxylation | unknown | (30) |
SulN | sulfomycins (34–36) (monocyclic thiopeptides) | unknown | unknown | (34) |
Lit1 | litoralimycins (37, 38) (monocyclic thiopeptides) | unknown | unknown | (35) |
SchY | Sch40832 (46) (bicyclic thiopeptide) | epoxidation and rearrangement | independent | (36) |
TsrPa | thiostrepton (50) (bicyclic thiopeptide) | epoxidation | dependent | (39) |
TsrRa | thiostrepton (50) (bicyclic thiopeptide) | dihydroxylation | dependent | (39) |
NotF | nocardithiocin (55) (monocyclic thiopeptide) | hydroxylation(s) | unknown | (43) |
NotH | nocardithiocin (55) (monocyclic thiopeptide) | hydroxylation(s) | unknown | (43) |
NosBb | nosiheptide (61) (bicyclic thiopeptide) | hydroxylation | independent | (44) |
NosCb | nosiheptide (61) (bicyclic thiopeptide) | hydroxylation | independent | (44) |
NocVc | nocathiacin (62) (bicyclic thiopeptide) | hydroxylation and ether formation | unknown | (48) |
NocUc | nocathiacin (62) (bicyclic thiopeptide) | hydroxylation | unknown | (49) |
NocTc | nocathiacin (62) (bicyclic thiopeptide) | oxygenation | unknown | |
PerX | persiathiacin (63) (bicyclic thiopeptide) | hydroxylation | independent | (50) |
BytO | YYH (71) and YFH (72) (biarylitides) | C–C biaryl cross-link (A–B cross-link) | dependent | (51) |
BytO | myxarylin (76) (biarylitide) | C–N biaryl cross-link (A–N–B cross-link) | dependent | (52) |
P450Blt | 79 (biarylitide) | C–N biaryl cross-link (A–N–B cross-link) | dependent | (53) |
P450Blt | 82 (biarylitide) | C–O biaryl cross-link (A–O–B cross-link) | dependent | (53) |
CitB | cittilins (85, 86) (cittilins) | C–C biaryl cross-link and C–O biaryl cross-link | dependent | (55) |
TrpB | tryptorubins (89, 90) (atropitides/atropopeptides) | C–C cross-link and C–N cross-links | dependent | (58) |
AmyB | amyxirubins (91, 92) (atropitides/atropopeptides) | C–C cross-link and C–N cross-links | dependent | (58) |
CihB | cihunamides (94–97) (bitryptides) | C–N biaryl cross-link | dependent | (59) |
ScnB | 99 (bitryptides) | C–N biaryl cross-link | dependent | (60) |
MciB | 101 | C–C biaryl cross-link | dependent | (60) |
MibO | microbisporicins (102–105) (lanthipeptides) | dihydroxylation | unknown | (63) |
NtaM | nocathioamides (106–108) (lanthipeptides) | consecutive oxygenations and imide formation | unknown | (64) |
BotCYP | bottromycin (115) (bottromycins) | oxidative decarboxylation | independent | (73) |
McmId | mechercharmycins (119, 120) (polyazole cyclopeptides) | hydroxylation | dependent | (80) |
Pgm7 | pheganomycins (126–129) | hydroxylation | unknown | (81) |
GmP450-29 | α-amanitin (130) | hydroxylation | unknown | (83) |
OphB1/OphM1, OphB2/OphM2 | omphalotins (132–140) | hydroxylations and C–N cross-link | unknown | (84, 85) |
UstC | ustiloxin B (143) | C–S cross-link | unknown | (87) |
Homologous proteins of TsrP and TsrR are also encoded in the BGCs of siomycin (51) (ref (41)), thiopeptin (52) (refs (37, 38)), Sch18640 (53) (ref (42)), and saalfelduracin (54) (ref (42)).
Homologous proteins of NosB and NosC are also encoded in the BGCs of nocathiacin (62) (refs (46, 47)) and persiathiacin (63) (ref (50)).
Homologous proteins of NocV, NocU and NocT are also encoded in the BGC of persiathiacin (63) (ref (50)).