Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Organ / tissue: Life stage: culture broth
The structure was elucidated in this paperPublication DOI: 10.1271/Bbb.62.1815Journal NLM ID: 9205717Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
Institutions: Department of Bioresources, Faculty of Agriculture, Yamagata University, Tsuruoka 997-8555, Japan, Institute of Advanced Material Study, Kyushu University, Kasuga 816-8580, Japan
The structure of cotylenin A, a potent plant-growth stimulant with the most complex molecule in cotylenins from Cladosporium fungus sp. 501-7W, was analyzed again by HMBC experiments and X-ray crystallography of its diacetyl-dihydroderivative, The previously proposed stereostructure of cotylenin A was thus completely confirmed.
X-ray crystallography, cotylenin A, stereostructure, NMR assignment
Structure type: oligomer
Location inside paper: Fig. 1, I
Trivial name: cotylenin A
Methods: 13C NMR, 1H NMR, HMBC, COSY, NOESY, silica gel column chromatography, X-ray crystallograph
Related record ID(s): 48194
NCBI Taxonomy refs (TaxIDs): 5498Reference(s) to other database(s): GTC:G66305IS
Show glycosyltransferases
NMR conditions: in CDCl3
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11
6,6 Me 59.271
6 aDSugp 101.39 72.82 81.33 106.05 66.31 70.04 103.97 85.24 52.72 44.15 18.45
Subst
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11
6,6 Me 3.409
6 aDSugp 5.089 3.622 4.064 - 4.364 3.67-3.72 5.565 - 3.145 2.79-2.83 1.056
Subst
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9 C10/H10 C11/H11
6,6 Me 59.271/3.409
6 aDSugp 101.39/5.089 72.82/3.622 81.33/4.064 66.31/4.364 70.04/3.67-3.72 103.97/5.565 52.72/3.145 44.15/2.79-2.83 18.45/1.056
Subst
1H NMR data:
Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 |
6,6 | Me | 3.409 | |
6 | aDSugp | 5.089 | 3.622 | 4.064 |
| 4.364 | 3.67 3.72 | 5.565 |
| 3.145 | 2.79 2.83 | 1.056 |
| Subst | |
|
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 |
6,6 | Me | 59.271 | |
6 | aDSugp | 101.39 | 72.82 | 81.33 | 106.05 | 66.31 | 70.04 | 103.97 | 85.24 | 52.72 | 44.15 | 18.45 |
| Subst | |
|
There is only one chemically distinct structure: