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H9772

5-Hydroxy-L-tryptophan

≥98% (TLC), suitable for HPLC

Synonym(s):

L-2-Amino-3-(5-hydroxyindolyl)propionic acid, L-5-HTP

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O3
CAS Number:
4350-09-8
Molecular Weight:
220.22
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24278131
NACRES:
NA.77
EC Number:
224-411-1
MDL number:
MFCD00064341
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Product Name

5-Hydroxy-L-tryptophan, powder

assay

≥98% (TLC)

Quality Level

200

form

powder

technique(s)

HPLC: suitable

color

white to faint beige

storage temp.

2-8°C

SMILES string

N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O

InChI

1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1

InChI key

LDCYZAJDBXYCGN-VIFPVBQESA-N

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

General description

5-Hydroxy-L-tryptophan (5-HTP) is naturally found in Griffonia simplicifolia.

Application

5-Hydroxy-L-tryptophan has been used:
  • to inject experimental mice for serotonin detection
  • as a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slices[1]
  • as a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis[2]

Biochem/physiol Actions

Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.
Hydroxylation of L-tryptophan occurs in the brain during serotonin synthesis. This is a step that controls the production of serotonin and also yields 5-hydroxy-l-tryptophan (5-HTP) as a metabolite. Thus, consumption 5-HTP, increases the serotonin level, which might result in depression, lack of sleep and severe headache.

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This Item
3996981077511329913
5-Hydroxy-L-tryptophan powder

Sigma-Aldrich

H9772

5-Hydroxy-L-tryptophan

5-Hydroxy-L-tryptophan Serotonin precursor.

Millipore

399698

5-Hydroxy-L-tryptophan

5-Hydroxy-L-tryptophan 98% (calc. on dried substance)

Sigma-Aldrich

107751

5-Hydroxy-L-tryptophan

5-Hydroxy-L-tryptophan United States Pharmacopeia (USP) Reference Standard

USP

1329913

5-Hydroxy-L-tryptophan

form

powder

form

solid

form

solid

form

-

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

98% (calc. on dried substance)

assay

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

color

white to faint beige

color

white to off-white

color

-

color

-

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3052
BCCL6440
BCCH9983
BCCF5484
BCCC7473

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Related Content

Enhanced synthesis of 5-hydroxy-l-tryptophan through tetrahydropterin regeneration
Hara R and Kino K
AMB Express, 3(1), 70-70 (2013)
M G Marrero et al.
Scientific reports, 10(1), 9712-9712 (2020-06-18)
Dairy calves are born with a naïve immune system, making the pre-weaning phase a critical window for immune development. In the U.S., 40-60% of dairy farms feed milk replacer to pre-weaned calves, which are devoid of bioactive factors with immunological
Andrew N Bubak et al.
PloS one, 14(1), e0203980-e0203980 (2019-01-30)
Despite the conserved function of aggression across taxa in obtaining critical resources such as food and mates, serotonin's (5-HT) modulatory role on aggressive behavior appears to be largely inhibitory for vertebrates but stimulatory for invertebrates. However, critical gaps exist in
View All Related Papers

Global Trade Item Number

SKUGTIN
H9772-1G04061833813157
H9772-5G04061832416649
H9772-250MG04061832416625
H9772-25G04061833813171
H9772-100MG04061833813126

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Es soluble este producto en agua? a que concentración?

    1 answer

    1. We have not tested the solubility of this product. However, historical data indicates that this material is soluble in water at 10 mg/mL at 40 °C.

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