MedKoo Cat#: 561574 | Name: Lentinan
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lentinan is an intravenous anti-tumor polysaccharide and one of the host-mediated anti-cancer drugs which has been shown to affect host defense immune systems.

Chemical Structure

Lentinan
Lentinan
CAS#37339-90-5

Theoretical Analysis

MedKoo Cat#: 561574

Name: Lentinan

CAS#: 37339-90-5

Chemical Formula: C42H72O36

Exact Mass: 1152.3803

Molecular Weight: 1153.00

Elemental Analysis: C, 43.75; H, 6.29; O, 49.95

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 750.00 2 Weeks
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Related CAS #
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Synonym
Lentinan; A823605; Bromoduline;
IUPAC/Chemical Name
(2R,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-Dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5,6-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
InChi Key
MAXBMUKIXLNXGX-AWEKESGGSA-N
InChi Code
InChI=1S/C42H72O36/c43-1-8-15(48)22(55)25(58)37(69-8)66-6-13-20(53)32(28(61)36(65)68-13)75-40-29(62)33(18(51)11(4-46)72-40)77-41-30(63)34(19(52)12(5-47)73-41)78-42-31(64)35(76-39-27(60)24(57)17(50)10(3-45)71-39)21(54)14(74-42)7-67-38-26(59)23(56)16(49)9(2-44)70-38/h8-65H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22+,23+,24+,25-,26-,27-,28-,29-,30-,31-,32+,33+,34+,35+,36-,37-,38-,39-,40+,41+,42+/m1/s1
SMILES Code
O[C@H]1[C@H](OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@@H]5O[C@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]5O)[C@H]4O)[C@H]3O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
Appearance
Solid powder
Purity
Technical grade, polysaccharide >30.0%
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Lentinan is purified β-glucan from Shiitake mushrooms.
In vitro activity:
LNT (lentinan) enhanced remyelination and rescued motor deficiency by regulating dectin-1 receptor to inhibit neuroinflammation and microglial cell transformation. LNT promoted the conversion of microglial cells from the M1 status induced by LPS to the M2 status, enhanced the anti-inflammatory markers IL-10 and BDNF, inhibited inflammatory markers TNF-α and IL-1β, and downregulated the microglia activation and oligodendrocyte and astrocyte proliferation by modulating dectin-1. Reference: J Immunol Res. 2022 Dec 28;2022:3002304. https://pubmed.ncbi.nlm.nih.gov/36619719/
In vivo activity:
This study was to investigate the therapeutic effect of lentinan and the mechanism of recovery of intestinal inflammation on broad-spectrum antibiotic-driven gut microbial dysbiosis in mice. The abundance of Firmicutes and Bacteroidetes shifted to Proteobacteria and increased the relative abundance of harmful microbiota (Parabacteroides and Klebsiella) post-antibiotics, whereas lentinan administration reversed the dysbiosis and increased beneficial microbiota, including S24-7, Lactobacillus, Oscillospira, Ruminococcus and Allobaculum. And lentinan improved colon tissue morphology and reduced pro-inflammatory cytokines via altering NF-κB signaling pathway in antibiotic-driven gut microbial dysbiosis mice. Reference: Sci Rep. 2022 Nov 15;12(1):19609. https://pubmed.ncbi.nlm.nih.gov/36380080/
Solvent mg/mL mM
Solubility
0.1 M NaOH 33.3 28.91
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 1,153.00 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Zhang D, Jia Y, Sun X, Li H, Yin M, Li H, Dai L, Han L, Wang L, Qian M, Du J, Zhu K, Bao H. The Dectin-1 Receptor Signaling Pathway Mediates the Remyelination Effect of Lentinan through Suppression of Neuroinflammation and Conversion of Microglia. J Immunol Res. 2022 Dec 28;2022:3002304. doi: 10.1155/2022/3002304. PMID: 36619719; PMCID: PMC9812608. 2. Meng M, Huo R, Wang Y, Ma N, Shi X, Shen X, Chang G. Lentinan inhibits oxidative stress and alleviates LPS-induced inflammation and apoptosis of BMECs by activating the Nrf2 signaling pathway. Int J Biol Macromol. 2022 Dec 1;222(Pt B):2375-2391. doi: 10.1016/j.ijbiomac.2022.10.024. Epub 2022 Oct 13. PMID: 36243161. 3. Ji X, Su L, Zhang P, Yue Q, Zhao C, Sun X, Li K, Liu X, Zhang S, Zhao L. Lentinan improves intestinal inflammation and gut dysbiosis in antibiotics-induced mice. Sci Rep. 2022 Nov 15;12(1):19609. doi: 10.1038/s41598-022-23469-2. PMID: 36380080; PMCID: PMC9666428. 4. Jin X, Liu Y, Vallee I, Karadjian G, Liu M, Liu X. Lentinan -triggered butyrate-producing bacteria drive the expulsion of the intestinal helminth Trichinella spiralis in mice. Front Immunol. 2022 Jul 28;13:926765. doi: 10.3389/fimmu.2022.926765. PMID: 35967395; PMCID: PMC9371446.
In vitro protocol:
1. Zhang D, Jia Y, Sun X, Li H, Yin M, Li H, Dai L, Han L, Wang L, Qian M, Du J, Zhu K, Bao H. The Dectin-1 Receptor Signaling Pathway Mediates the Remyelination Effect of Lentinan through Suppression of Neuroinflammation and Conversion of Microglia. J Immunol Res. 2022 Dec 28;2022:3002304. doi: 10.1155/2022/3002304. PMID: 36619719; PMCID: PMC9812608. 2. Meng M, Huo R, Wang Y, Ma N, Shi X, Shen X, Chang G. Lentinan inhibits oxidative stress and alleviates LPS-induced inflammation and apoptosis of BMECs by activating the Nrf2 signaling pathway. Int J Biol Macromol. 2022 Dec 1;222(Pt B):2375-2391. doi: 10.1016/j.ijbiomac.2022.10.024. Epub 2022 Oct 13. PMID: 36243161.
In vivo protocol:
1. Ji X, Su L, Zhang P, Yue Q, Zhao C, Sun X, Li K, Liu X, Zhang S, Zhao L. Lentinan improves intestinal inflammation and gut dysbiosis in antibiotics-induced mice. Sci Rep. 2022 Nov 15;12(1):19609. doi: 10.1038/s41598-022-23469-2. PMID: 36380080; PMCID: PMC9666428. 2. Jin X, Liu Y, Vallee I, Karadjian G, Liu M, Liu X. Lentinan -triggered butyrate-producing bacteria drive the expulsion of the intestinal helminth Trichinella spiralis in mice. Front Immunol. 2022 Jul 28;13:926765. doi: 10.3389/fimmu.2022.926765. PMID: 35967395; PMCID: PMC9371446.
1: Nguyen AH, Gonzaga MI, Lim VM, Adler MJ, Mitkov MV, Cappel MA. Clinical features of shiitake dermatitis: a systematic review. Int J Dermatol. 2017 Jun;56(6):610-616. doi: 10.1111/ijd.13433. Epub 2017 Jan 4. Review. PubMed PMID: 28054338. 2: Barton C, Vigor K, Scott R, Jones P, Lentfer H, Bax HJ, Josephs DH, Karagiannis SN, Spicer JF. Beta-glucan contamination of pharmaceutical products: How much should we accept? Cancer Immunol Immunother. 2016 Nov;65(11):1289-1301. Epub 2016 Jul 29. Review. PubMed PMID: 27473075; PubMed Central PMCID: PMC5069311. 3: Stephany MP, Chung S, Handler MZ, Handler NS, Handler GA, Schwartz RA. Shiitake Mushroom Dermatitis: A Review. Am J Clin Dermatol. 2016 Oct;17(5):485-489. Review. Erratum in: Am J Clin Dermatol. 2016 Dec;17 (6):709. PubMed PMID: 27566177. 4: Money NP. Are mushrooms medicinal? Fungal Biol. 2016 Apr;120(4):449-453. doi: 10.1016/j.funbio.2016.01.006. Epub 2016 Jan 21. Review. PubMed PMID: 27020147. 5: Piotrowski J, Jędrzejewski T, Kozak W. [Immunomodulatory and antitumor properties of polysaccharide peptide (PSP)]. Postepy Hig Med Dosw (Online). 2015 Jan 21;69:91-7. Review. Polish. PubMed PMID: 25614677. 6: Sun M, Zhao W, Xie Q, Zhan Y, Wu B. Lentinan reduces tumor progression by enhancing gemcitabine chemotherapy in urothelial bladder cancer. Surg Oncol. 2015 Mar;24(1):28-34. doi: 10.1016/j.suronc.2014.11.002. Epub 2014 Nov 20. Review. PubMed PMID: 25434982. 7: Chu EY, Anand D, Dawn A, Elenitsas R, Adler DJ. Shiitake dermatitis: a report of 3 cases and review of the literature. Cutis. 2013 Jun;91(6):287-90. Review. PubMed PMID: 23837150. 8: Ina K, Kataoka T, Ando T. The use of lentinan for treating gastric cancer. Anticancer Agents Med Chem. 2013 Jun;13(5):681-8. Review. PubMed PMID: 23092289; PubMed Central PMCID: PMC3664515. 9: Ren L, Perera C, Hemar Y. Antitumor activity of mushroom polysaccharides: a review. Food Funct. 2012 Nov;3(11):1118-30. doi: 10.1039/c2fo10279j. Review. PubMed PMID: 22865023. 10: Bisen PS, Baghel RK, Sanodiya BS, Thakur GS, Prasad GB. Lentinus edodes: a macrofungus with pharmacological activities. Curr Med Chem. 2010;17(22):2419-30. Review. PubMed PMID: 20491636. 11: Yamada J. [Alleviation of seasonal allergic symptoms with superfine beta-1,3-glucan: a randomized study]. Nippon Ganka Gakkai Zasshi. 2009 Nov;113(11):1082-7. Review. Japanese. PubMed PMID: 19994586. 12: Rop O, Mlcek J, Jurikova T. Beta-glucans in higher fungi and their health effects. Nutr Rev. 2009 Nov;67(11):624-31. doi: 10.1111/j.1753-4887.2009.00230.x. Review. PubMed PMID: 19906249. 13: Halberg F, Cornélissen G, Ulmer W, Blank M, Hrushesky W, Wood P, Singh RK, Wang Z. Cancer chronomics III. Chronomics for cancer, aging, melatonin and experimental therapeutics researchers. J Exp Ther Oncol. 2006;6(1):73-84. Review. PubMed PMID: 17228527; PubMed Central PMCID: PMC2742383. 14: Kong F. Recent studies on reaction pathways and applications of sugar orthoesters in synthesis of oligosaccharides. Carbohydr Res. 2007 Feb 26;342(3-4):345-73. Epub 2006 Oct 5. Review. PubMed PMID: 17109835. 15: Sullivan R, Smith JE, Rowan NJ. Medicinal mushrooms and cancer therapy: translating a traditional practice into Western medicine. Perspect Biol Med. 2006 Spring;49(2):159-70. Review. PubMed PMID: 16702701. 16: Hamuro J. [Anticancer immunotherapy with perorally effective lentinan]. Gan To Kagaku Ryoho. 2005 Aug;32(8):1209-15. Review. Japanese. PubMed PMID: 16121931. 17: Israilides C, Philippoussis A. Bio-technologies of recycling agro-industrial wastes for the production of commercially important fungal polysaccharides and mushrooms. Biotechnol Genet Eng Rev. 2003;20:247-59. Review. PubMed PMID: 14997854. 18: Wasser SP. Medicinal mushrooms as a source of antitumor and immunomodulating polysaccharides. Appl Microbiol Biotechnol. 2002 Nov;60(3):258-74. Epub 2002 Sep 10. Review. PubMed PMID: 12436306. 19: Saji S, Kunieda K, Sugiyama Y. [Immunochemotherapy for cancer patients of the stomach--cancer therapy keeping with good host-immunocompetency]. Nihon Rinsho. 2001 Apr;59 Suppl 4:420-6. Review. Japanese. PubMed PMID: 11424418. 20: Tokura S, Tamura H, Azuma I. Immunological aspects of chitin and chitin derivatives administered to animals. EXS. 1999;87:279-92. Review. PubMed PMID: 10906967.