MYP_015944
Microbisporicin A1
Antimicrobial
Antimicrobial
▸
Antibacterial
Antimicrobial
▸
Antibacterial
▸
Anti-Gram-positive
Antimicrobial
▸
Antibiotic activity
Immunology
▸
Innate immune defense
▸
Host defense peptide
▸
Host defense activity
Toxicity / Safety
▸
Negative safety assay result
▸
Non-hemolytic
Standard
24 amino acids
C95H144N26O34S5
Standard
VTSWSLCTPGCTSPGGGSNCSFCC
2354.64 Da
5.47
-0.32
-0.60
-0.0131
0.33
0.13
0.25
60.60
28.33
0.0833
5500.00
5750.00
The radar chart summarizes major physicochemical dimensions for quick comparison, while exact numerical values remain listed on the left.
Amino Acid Composition
935.76
-16.62
38.0
39.0
67.0
160.0
5.0
24.0
3D PDB MODEL
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2D CHEMICAL STRUCTURE
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RECORD: Rec_0074484
VERIFIED: YES
Provenance & Taxonomy
Microbispora corallina [Bacterium]
Bacteriocin
Structure & Mods
thioether-bridged cyclic peptide [Cyclic]
canonical L-amino-acid peptide [L]
None
Amidation; Cyclization
①There are five thioether intramolecular bridges which link Ala3 and Ala7, Ala8 and Ala11, Ala13 and Ala20, Ala18 and Ala23, respectively. ②The residue at position 2 is (Z)-2,3-didehydrobutyrine (Dhb). ③The residue at position 4 is chloro-tryptophan (ClTrp). ④The residue at position 5 is 2,3-didehydroalanine. ⑤The residue at position 8 is 2-Aminobutyric acid (Abu). ⑥The residue at position 14 is bis-hydroxylated proline
Bio-Activity Profile
Antimicrobial
Antibacterial
Lactobacillus garviae
1 μg/mL
MIC
RECORD: Rec_0078172
VERIFIED: YES
Provenance & Taxonomy
Microbispora corallina [Bacterium]
Bacteriocin
Structure & Mods
thioether-bridged cyclic peptide [Cyclic]
canonical L-amino-acid peptide [L]
None
Amidation; Cyclization
①There are five thioether intramolecular bridges which link Ala3 and Ala7, Ala8 and Ala11, Ala13 and Ala20, Ala18 and Ala23, respectively. ②The residue at position 2 is (Z)-2,3-didehydrobutyrine (Dhb). ③The residue at position 4 is chloro-tryptophan (ClTrp). ④The residue at position 5 is 2,3-didehydroalanine. ⑤The residue at position 8 is 2-Aminobutyric acid (Abu). ⑥The residue at position 14 is bis-hydroxylated proline
Bio-Activity Profile
Antimicrobial
Antibacterial
RECORD: Rec_0092984
VERIFIED: YES
Provenance & Taxonomy
Microbispora corallina [Bacterium]
Bacteriocin
Structure & Mods
thioether-bridged cyclic peptide [Cyclic]
canonical L-amino-acid peptide [L]
None
Amidation; Cyclization
①There are five thioether intramolecular bridges which link Ala3 and Ala7, Ala8 and Ala11, Ala13 and Ala20, Ala18 and Ala23, respectively. ②The residue at position 2 is (Z)-2,3-didehydrobutyrine (Dhb). ③The residue at position 4 is chloro-tryptophan (ClTrp). ④The residue at position 5 is 2,3-didehydroalanine. ⑤The residue at position 8 is 2-Aminobutyric acid (Abu). ⑥The residue at position 14 is bis-hydroxylated proline
Bio-Activity Profile
Antimicrobial
Antibacterial
Enterococcus faecalis
1 μg/mL
MIC
RECORD: Rec_0105334
VERIFIED: YES
Provenance & Taxonomy
Microbispora sp [Bacterium]
Bacteriocin
Structure & Mods
linear peptide [Linear]
noncanonical stereochemical modification [Modified]
Identified by genome scanning and isolated from an M. corallina cosmid library. NAI-107 production started at 90 h (A stage), reached a maximum at 140 h (D stage) and decreased thereafter (Gallo G et al., 2016). Chemical modification: Microbisporicin A1 has five thioether rings: S3-C7, T8-C11, S13-C20, S18-C23, and S21-C24. Also, residues T2 and S5 are dehydrated. Unprecedently, Trp4 is chlorinated (5-Cl-) and Pro14 is hydroxylated (3,4-dihydroxylation). Variant: Interestingly, microbisporicin A2 shares the same amino acid sequence with A1 with the only difference being that Pro14 is only monohydroxylated at position 4. SAR: NAI-108 is a bromonated variant of NAI-107. It is obtained by inclusion of KBr in the production medium of either the Actinoallomurus or the Microbispora producer. This is the first brominated lantibiotic, which makes it more potent due to increase in hydrophobicity (Cruz JC et al., 2015). MOA:bacteria: Microbisporicins A1 and A2 displayed similar antibacterial activity by selectively blocking peptidoglycan biosynthesis, leading to cytoplasmic accumulation of the UDP-linked precursor. Structure: the NMR structure is a non alpha beta structure (Vasile et al., 2012). Animal model:fruit fly: The Lantibiotic NAI-107 Efficiently Rescues Drosophila melanogaster from Infection with Methicillin-Resistant Staphylococcus aureus (MRSA) USA300 with an efficacy equivalent to that of vancomycin (Thomsen et al., 2016). Updated 5/28/2014; 9/2016; 5/2023; 12/2024
Bio-Activity Profile
Antimicrobial
RECORD: Rec_0105645
VERIFIED: YES
Provenance & Taxonomy
Microbispora corallina [Bacterium]
Bacteriocin
Structure & Mods
thioether-bridged cyclic peptide [Cyclic]
canonical L-amino-acid peptide [L]
None
Amidation; Cyclization
①There are five thioether intramolecular bridges which link Ala3 and Ala7, Ala8 and Ala11, Ala13 and Ala20, Ala18 and Ala23, respectively. ②The residue at position 2 is (Z)-2,3-didehydrobutyrine (Dhb). ③The residue at position 4 is chloro-tryptophan (ClTrp). ④The residue at position 5 is 2,3-didehydroalanine. ⑤The residue at position 8 is 2-Aminobutyric acid (Abu). ⑥The residue at position 14 is bis-hydroxylated proline
Bio-Activity Profile
Antimicrobial
Antibacterial
Propionibacterium acnes
0.5 μg/mL
MIC
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