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    CAS No. 56-69-9 Price $30 / 20mg
    Catalog No.CFN99742Purity>=98%
    Molecular Weight220.23Type of CompoundAlkaloids
    FormulaC11H12N2O3Physical DescriptionWhite powder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Featured Products
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    Ginsenoside Compound K

    Catalog No: CFN99756
    CAS No: 39262-14-1
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    Biological Activity
    Description: 5-Hydroxytryptophan (5-HTP) is the precursor of serotonin , has been widely used as a dietary supplement to raise serotonin level, it is an effective drug against depression, insomnia, obesity, chronic headaches, etc. 5-HTP supplementation can inhibit endothelial serotonylation, leukocyte recruitment, and allergic inflammation, it also can reduce the symptoms of anxiety/depression of that patients with allergy/asthma. 5-HTP may be involved in inducing the female to stay in copula and delay egg-laying to prevent re-mating of the female.
    Targets: NF-kB | IL Receptor | TNF-α
    In vitro:
    Am J Physiol Lung Cell Mol Physiol. 2012 Oct 15; 303(8): L642–L660.
    Inhibition of allergic inflammation by supplementation with 5-hydroxytryptophan[Pubmed: 22842218]
    Clinical reports indicate that patients with allergy/asthma commonly have associated symptoms of anxiety/depression. Anxiety/depression can be reduced by 5-Hydroxytryptophan (5-HTP) supplementation. However, it is not known whether 5-HTP reduces allergic inflammation. Therefore, we determined whether 5-HTP supplementation reduces allergic inflammation. We also determined whether 5-HTP decreases passage of leukocytes through the endothelial barrier by regulating endothelial cell function. For these studies, C57BL/6 mice were supplemented with 5-HTP, treated with ovalbumin fraction V (OVA), house dust mite (HDM) extract, or IL-4, and examined for allergic lung inflammation and OVA-induced airway responsiveness.
    To determine whether 5-HTP reduces leukocyte or eosinophil transendothelial migration, endothelial cells were pretreated with 5-HTP, washed and then used in an in vitro transendothelial migration assay under laminar flow. Interestingly, 5-HTP reduced allergic lung inflammation by 70–90% and reduced antigen-induced airway responsiveness without affecting body weight, blood eosinophils, cytokines, or chemokines. 5-HTP reduced allergen-induced transglutaminase 2 (TG2) expression and serotonylation (serotonin conjugation to proteins) in lung endothelial cells. Consistent with the regulation of endothelial serotonylation in vivo, in vitro pretreatment of endothelial cells with 5-HTP reduced TNF-α-induced endothelial cell serotonylation and reduced leukocyte transendothelial migration. Furthermore, eosinophil and leukocyte transendothelial migration was reduced by inhibitors of transglutaminase and by inhibition of endothelial cell serotonin synthesis, suggesting that endothelial cell serotonylation is key for leukocyte transendothelial migration.
    In summary, 5-HTP supplementation inhibits endothelial serotonylation, leukocyte recruitment, and allergic inflammation. These data identify novel potential targets for intervention in allergy/asthma.
    In vivo:
    Arch Oral Biol. 2015 May;60(5):789-98.
    Oral administration of 5-hydroxytryptophan aggravated periodontitis-induced alveolar bone loss in rats.[Pubmed: 25766472]
    5-Hydroxytryptophan (5-HTP) is the precursor of serotonin and 5-Hydroxytryptophan has been widely used as a dietary supplement to raise serotonin level. Serotonin has recently been discovered to be a novel and important player in bone metabolism. As peripheral serotonin negatively regulates bone, the regular take of 5-Hydroxytryptophan may affect the alveolar bone metabolism and therefore influence the alveolar bone loss induced by periodontitis. The aim of this study was to investigate the effect of 5-Hydroxytryptophan on alveolar bone destruction in periodontitis.
    Male Sprague-Dawley rats were randomly divided into the following four groups: (1) the control group (without ligature); (2) the 5-HTP group (5-Hydroxytryptophan at 25 mg/kg/day without ligature); (3) the L group (ligature+saline placebo); and (4) the L+5-Hydroxytryptophan group (ligature+5-Hydroxytryptophan at 25 mg/kg/day). Serum serotonin levels were determined by ELISA. The alveolar bones were evaluated with micro-computed tomography and histology. Tartrate-resistant acid phosphatase staining was used to assess osteoclastogenesis. The receptor activator of NF-kB ligand (RANKL) and osteoprotegerin (OPG) expression in the periodontium as well as the interleukin-6 positive osteocytes were analysed immunohistochemically. 5-Hydroxytryptophan significantly increased serum serotonin levels. In rats with experimental periodontitis, 5-Hydroxytryptophan increased alveolar bone resorption and worsened the micro-structural destruction of the alveolar bone. 5-Hydroxytryptophan also stimulated osteoclastogenesis and increased RANKL/OPG ratio and the number of IL-6 positive osteocytes. However, 5-Hydroxytryptophan treatment alone did not cause alveolar bone loss in healthy rats.
    The present study showed that 5-Hydroxytryptophan aggravated alveolar bone loss, deteriorated alveolar bone micro-structure in the presence of periodontitis, which suggests 5-Hydroxytryptophan administration may increase the severity of periodontitis.
    5-Hydroxytryptophan Description
    Source: The seeds of Griffonia simplicifolia
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    PMID: 29328914

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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.5407 mL 22.7035 mL 45.4071 mL 90.8141 mL 113.5177 mL
    5 mM 0.9081 mL 4.5407 mL 9.0814 mL 18.1628 mL 22.7035 mL
    10 mM 0.4541 mL 2.2704 mL 4.5407 mL 9.0814 mL 11.3518 mL
    50 mM 0.0908 mL 0.4541 mL 0.9081 mL 1.8163 mL 2.2704 mL
    100 mM 0.0454 mL 0.227 mL 0.4541 mL 0.9081 mL 1.1352 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Animal Research:
    Insect Biochem Mol Biol. 2013 Nov;43(11):1037-44.
    Male-to-female transfer of 5-hydroxytryptophan glucoside during mating in Zygaena filipendulae (Lepidoptera).[Pubmed: 24012995]
    Zygaena filipendulae accumulates the cyanogenic glucosides linamarin and lotaustralin by larval sequestration from the food plant or de novo biosynthesis. We have previously demonstrated that the Z. filipendulae male transfers linamarin and lotaustralin to the female in the course of mating.
    In this study we report the additional transfer of 5-Hydroxytryptophan glucoside (5-(β-d-glucopyranosyloxy)-L-Tryptophan) from the Z. filipendulae male internal genitalia to the female spermatophore around 5 h into the mating process. 5-Hydroxytryptophan glucoside is present in the virgin male internal genitalia, and production continues during the early phase of mating. Following initiation of 5-Hydroxytryptophan glucoside transfer to the female, the amount in male internal genitalia is drastically reduced until after mating where it is slowly replenished. For unambiguous structural identification, 5-Hydroxytryptophan glucoside was chemically synthesized and used as an authentic standard.
    The biological function of 5-Hydroxytryptophan glucoside remains to be established, although we have indications that it may be involved in inducing the female to stay in copula and delay egg-laying to prevent re-mating of the female. To our knowledge 5-Hydroxytryptophan glucoside has not previously been reported present in animal tissues.
    Structure Identification:
    ACS Synth Biol. 2014 Jul 18;3(7):497-505.
    Engineering bacterial phenylalanine 4-hydroxylase for microbial synthesis of human neurotransmitter precursor 5-hydroxytryptophan.[Pubmed: 24936877]
    5-Hydroxytryptophan (5-HTP) is a drug that is clinically effective against depression, insomnia, obesity, chronic headaches, etc. It is only commercially produced by the extraction from the seeds of Griffonia simplicifolia because of a lack of synthetic methods.
    Here, we report the efficient microbial production of 5-Hydroxytryptophan via combinatorial protein and metabolic engineering approaches. First, we reconstituted and screened prokaryotic phenylalanine 4-hydroxylase activity in Escherichia coli. Then, sequence- and structure-based protein engineering dramatically shifted its substrate preference, allowing for efficient conversion of tryptophan to 5-Hydroxytryptophan. Importantly, E. coli endogenous tetrahydromonapterin (MH4) could be utilized as the coenzyme, when a foreign MH4 recycling mechanism was introduced. Whole-cell bioconversion allowed the high-level production of 5-Hydroxytryptophan (1.1-1.2 g/L) from tryptophan in shake flasks. On this basis, metabolic engineering efforts were further made to achieve the de novo 5-HTP biosynthesis from glucose.
    This work not only holds great scale-up potential but also demonstrates a strategy for expanding the native metabolism of microorganisms.