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InChI=1S/C53H85ClN14O17/c1-3-5-6-7-8-12-17-30(70)25-39(72)60-37-28-85-52(84)40(38(71)26-54)67-50(81)41(42(73)51(82)83)68-46(77)31(14-4-2)61-47(78)35(24-29-15-10-9-11-16-29)65-43(74)32(18-13-23-59-53(57)58)62-44(75)33(19-21-55)63-45(76)34(20-22-56)64-48(79)36(27-69)66-49(37)80/h9-11,14-16,30,32-38,40-42,69-71,73H,3-8,12-13,17-28,55-56H2,1-2H3,(H,60,72)(H,61,78)(H,62,75)(H,63,76)(H,64,79)(H,65,74)(H,66,80)(H,67,81)(H,68,77)(H,82,83)(H4,57,58,59)/b31-14-/t30?,32-,33-,34-,35-,36-,37-,38+,40-,41+,42?/m0/s1
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Hutchison, M. L., Tester, M. A., and Gross D. C. 1995. Role of biosurfactant and ion channel-forming activities of syringomycin in transmembrane ion flux: A model for the mechanism of action in the plant-pathogen interaction. Mol. Pl. Microb. Interact.
313:, which secretes a number of closely related forms of the molecule. Syringomycins are virulence determinants, which means that their secretion is required for the manifestation of disease symptoms on a number of stone fruit crop plants.
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Scholz-Schroeder B.K., Soule J.D., and Gross D. C. 2003. The sypA, sypS, and sypC synthetase genes encode twenty-two modules involved in the nonribosomal peptide synthesis of syringopeptin by
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Blasiak, L. C., Vaillancourt, F. d. r. H., Walsh, C. T., Drennan, C. L., "Crystal structure of the non-haem iron halogenase SyrB2 in syringomycin biosynthesis", Nature 2006, 440, 368.
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which are powerful enough to dissolve plant membranes at high concentrations. It is not clear whether concentrations high enough to dissolve membranes are ever reached
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CCCCCCCCC(CC(=O)N1COC(=O)(NC(=O)(NC(=O)/C(=C/CC)/NC(=O)(NC(=O)(NC(=O)(NC(=O)(NC(=O)(NC1=O)CO)CCN)CCN)CCCN=C(N)N)CC2=CC=CC=C2)C(C(=O)O)O)(CCl)O)O
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is a member of a class of lipodepsinonapeptide molecules that are secreted by the plant pathogen
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benefits from the release of nutrients that occurs as a consequence of cellular lysis.
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286:. Lipodepsinonapeptides comprise a closed ring of nine nonribosomally synthesized
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and form small pores. These pores allow the leakage of ions from the plant cell
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have two widely recognized mechanisms of action. They can function as
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Except where otherwise noted, data are given for materials in their
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The biosynthesis of this class of molecules has been elucidated.
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327:. In addition to being surfactants, aggregates of
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449:Non-ribosomally synthesized channels (
176:Key: YMFYPHGOLKNWQN-WMJMADPPSA-N
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378:B301D. Mol Plant Microbe Interact.
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262:(at 25 °C , 100 kPa).
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347:occurs. It is believed that
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331:can insert into plant
244:1225.78
372:Pseudomonas syringae
283:Pseudomonas syringae
411:10.1038/nature04544
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266:Infobox references
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274:Chemical compound
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129:CompTox Dashboard
72:Interactive image
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290:bonded to a
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252:white solid
31:Identifiers
478:Alamethicin
349:P. syringae
341:electrolyte
307:P. syringae
303:P. syringae
295:hydrocarbon
288:amino acids
249:Appearance
206:Properties
48:124888-22-8
493:Categories
463:Gramicidin
358:References
321:detergents
292:fatty acid
240:Molar mass
83:ChemSpider
59:3D model (
38:CAS Number
396::610-620.
337:cytoplasm
325:in planta
473:Tolaasin
376:syringae
311:syringae
301:(pv) of
299:pathovar
117:16219978
92:28296139
382::271-80
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104:PubChem
190:SMILES
451:TC 1D
345:lysis
165:InChI
61:JSmol
374:pv.
407:doi
309:pv
305:is
226:ClN
134:EPA
107:CID
495::
380:16
232:17
228:14
224:85
220:53
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442:e
435:t
428:v
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394:8
230:O
222:H
218:C
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132:(
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