Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
The structure was elucidated in this paperNCBI PubMed ID: 36592666Publication DOI: 10.1016/j.jbiotec.2022.12.008Journal NLM ID: 8411927Publisher: Amsterdam: Elsevier
Correspondence: P.Xu <xupei

scut.edu.cn>; W.Y. Lou <wylou

scut.edu.cn>
Institutions: Laboratory of Applied Biocatalysis, School of Food Science and Engineering, South China University of Technology, Guangzhou 510640, Guangdong, China
An acid polysaccharide, named HP, was produced by endophytic Penicillium javanicum MSC-R1 isolated from southern medicine Millettia speciosa Champ. The molecular weight of HP was 37.8 kDa and consisted of Ara f, Galр, Glcр, Manр, and GlcрA with a molar ratio of 1.09: 3.47: 68.48: 16.59: 8.85. The glycosidic linkage of HP was proven to be →3,4)-α-D-Glcр-(1→6)-α-D-Manр-(1→, →3,4)-α-D-Glcр-(1→4)-α-D-Glcр-(1→, →3),→6)-α-D-Manр-(1→4)-α-D-Glcр-(1→, →3), β-D-Galр-(1→3)-α-D-Glcр-(1→, →4),→5)-α-L-Araf-(1→3)-α-D-Glcр-(1→, →4),→6)-α-D-Manр-(1→4)-α-D-GlcAр-(1→ and →4)-α-D-GlcAр-(1→4)-α-D-Glcр-(1→, →3). Additionally, 250 μg/mL of HP possessed nontoxicity to RAW 264.7 cells and exhibited anti-inflammation activity. HP could significantly restrain the amount of tumor necrosis factor-α, interleukin-6 and NO release in RAW264.7, which property is possibly associated with its abundant glucosidic linkage. These results indicated that HP could be regarded as a ponderable ingredient for the health-beneficial functional foods.
structural, polysaccharide, exopolysaccharide, molecular weight, biological activities, anti-inflammation, Penicillium
Structure type: structural motif or average structure ; 37800
Location inside paper: Fig. 3, table 2
Trivial name: acid polysaccharide (HP)
Compound class: EPS
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, GC-MS, sugar analysis, FTIR, GPC, cytokine analysis, microscopy, statistical analysis, fermentation, cytotoxicity assay, isolation, Congo red test, immunomodulatory activity analysis, RC-PCR
Comments, role: Predicted structure of the repeating unit of HP. Published erroneous NMR chemical shifts of -3,4-aDGlcp(1- residues and C5 #4,4,4,6,3_aLAraf (69.04) were removed by CSDB staff
NCBI Taxonomy refs (TaxIDs): 28578
Show glycosyltransferases
NMR conditions: in D2O at 333 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,3 bDGalp 104.40 72.71 75.88 71.05 ? 60.75
4,4,4,6,3 aLAraf 109.71 80.62 75.98 84.62 ?
4,4,4,6,4 aDGlcp
4,4,4,6 aDGlcp
4,4,4 aDManp 101.45 71.44 76.79 69.22 69.60 73.34
4,4 aDGlcpA 102.33 71.54 73.35 75.80 71.22 162.62
4 aDGlcp
aDGlcp
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,3 bDGalp 4.49 3.38 3.54 4.49 ? 3.75
4,4,4,6,3 aLAraf 5.02 4.12 3.94 3.69 3.96
4,4,4,6,4 aDGlcp
4,4,4,6 aDGlcp 5.34 4.52 4.15 3.70 3.90 3.76
4,4,4 aDManp 5.23 3.77 3.79 3.87 3.66 3.56
4,4 aDGlcpA 4.35 3.29 3.56 3.73 4.55 -
4 aDGlcp 5.34 4.52 4.15 3.70 3.90 3.76
aDGlcp
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,3 bDGalp 104.40/4.49 72.71/3.38 75.88/3.54 71.05/4.49 ?/? 60.75/3.75
4,4,4,6,3 aLAraf 109.71/5.02 80.62/4.12 75.98/3.94 84.62/3.69 ?/3.96
4,4,4,6,4 aDGlcp
4,4,4,6 aDGlcp NMR TSV error 2: unequal length of 13C and 1H datasets
4,4,4 aDManp 101.45/5.23 71.44/3.77 76.79/3.79 69.22/3.87 69.60/3.66 73.34/3.56
4,4 aDGlcpA 102.33/4.35 71.54/3.29 73.35/3.56 75.80/3.73 71.22/4.55
4 aDGlcp NMR TSV error 2: unequal length of 13C and 1H datasets
aDGlcp
1H NMR data:
Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
4,3 | bDGalp | 4.49 | 3.38 | 3.54 | 4.49 | ? | 3.75 |
4,4,4,6,3 | aLAraf | 5.02 | 4.12 | 3.94 | 3.69 | 3.96 | |
4,4,4,6,4 | aDGlcp | |
4,4,4,6 | aDGlcp | 5.34 | 4.52 | 4.15 | 3.70 | 3.90 | 3.76 |
4,4,4 | aDManp | 5.23 | 3.77 | 3.79 | 3.87 | 3.66 | 3.56 |
4,4 | aDGlcpA | 4.35 | 3.29 | 3.56 | 3.73 | 4.55 |
|
4 | aDGlcp | 5.34 | 4.52 | 4.15 | 3.70 | 3.90 | 3.76 |
| aDGlcp | |
|
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
4,3 | bDGalp | 104.40 | 72.71 | 75.88 | 71.05 | ? | 60.75 |
4,4,4,6,3 | aLAraf | 109.71 | 80.62 | 75.98 | 84.62 | ? | |
4,4,4,6,4 | aDGlcp | |
4,4,4,6 | aDGlcp | |
4,4,4 | aDManp | 101.45 | 71.44 | 76.79 | 69.22 | 69.60 | 73.34 |
4,4 | aDGlcpA | 102.33 | 71.54 | 73.35 | 75.80 | 71.22 | 162.62 |
4 | aDGlcp | |
| aDGlcp | |
|
 The spectrum also has 2 signals at unknown positions (not plotted). |
There is only one chemically distinct structure: