![]() | |
Names | |
---|---|
IUPAC name
4-[[4-[[4-[[(2S)-3-cyano-2-[[4-[[(E)-3-(4-hydroxyphenyl)-2-methylprop-2-enoyl]amino]benzoyl]amino]propanoyl]amino]benzoyl]amino]-2-hydroxy-3-methoxybenzoyl]amino]-2-hydroxy-3-methoxybenzoic acid
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
| |
| |
Properties | |
C44H38N6O12 | |
Molar mass | 842.818 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Albicidin is an antibiotic and phytotoxic molecule produced by the bacterium Xanthomonas albilineans which infects sugarcane causing leaf scald. [1]
As a phytotoxin, it acts by inhibiting the differentiation of chloroplasts. [2] It accomplishes this by inhibiting DNA gyrase, and thereby preventing the replication of chloroplast DNA. [3] As such it plays a major role in leaf scald disease.
As a DNA gyrase inhibitor, albicindin also has potential therapeutic use as an antibiotic. [4] Its antibiotic properties were discovered in the early 1980s, when the molecule was isolated and purified from cultures of Xanthomonas albilineans. [5] However, the precise structure of the molecule was only identified in 2015. [6] A laboratory synthesis of albicidin has been developed, [1] and research is currently focused on the design and evaluation of synthetic derivatives of albicidin with improved properties. [7] [8] [9]
![]() | |
Names | |
---|---|
IUPAC name
4-[[4-[[4-[[(2S)-3-cyano-2-[[4-[[(E)-3-(4-hydroxyphenyl)-2-methylprop-2-enoyl]amino]benzoyl]amino]propanoyl]amino]benzoyl]amino]-2-hydroxy-3-methoxybenzoyl]amino]-2-hydroxy-3-methoxybenzoic acid
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
| |
| |
Properties | |
C44H38N6O12 | |
Molar mass | 842.818 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Albicidin is an antibiotic and phytotoxic molecule produced by the bacterium Xanthomonas albilineans which infects sugarcane causing leaf scald. [1]
As a phytotoxin, it acts by inhibiting the differentiation of chloroplasts. [2] It accomplishes this by inhibiting DNA gyrase, and thereby preventing the replication of chloroplast DNA. [3] As such it plays a major role in leaf scald disease.
As a DNA gyrase inhibitor, albicindin also has potential therapeutic use as an antibiotic. [4] Its antibiotic properties were discovered in the early 1980s, when the molecule was isolated and purified from cultures of Xanthomonas albilineans. [5] However, the precise structure of the molecule was only identified in 2015. [6] A laboratory synthesis of albicidin has been developed, [1] and research is currently focused on the design and evaluation of synthetic derivatives of albicidin with improved properties. [7] [8] [9]