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M4001

Sigma-Aldrich

5-Methoxy-DL-tryptophan

≥98% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O3
CAS Number:
28052-84-8
Molecular Weight:
234.25
Beilstein/REAXYS Number:
26781
EC Number:
248-800-0
MDL number:
MFCD00005650
UNSPSC Code:
12352209
PubChem Substance ID:
24896893
NACRES:
NA.26

product name

5-Methoxy-DL-tryptophan,

assay

≥98% (TLC)

form

crystalline

color

white to light beige

mp

258-261 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

COc1ccc2[nH]cc(CC(N)C(O)=O)c2c1

InChI

1S/C12H14N2O3/c1-17-8-2-3-11-9(5-8)7(6-14-11)4-10(13)12(15)16/h2-3,5-6,10,14H,4,13H2,1H3,(H,15,16)

InChI key

KVNPSKDDJARYKK-UHFFFAOYSA-N

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Biochem/physiol Actions

5-Methoxy-DL-tryptophan is an amino acid derivative.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J van Benthem et al.
Journal of neural transmission, 61(3-4), 219-237 (1985-01-01)
Until now the day/night and seasonal rhythmicity in the synthesis of 5-methoxyindoles (MI) is thought to be regulated by environmental factors, especially photoperiod and temperature. Endogenous factors are also implicated in the generation of N-acetyltransferase and hydroxyindole-O-methyltransferase activity rhythms. In
P Pévet et al.
Journal of neural transmission, 51(3-4), 303-311 (1981-01-01)
S.c. injection of 25 microgram of methoxytryptamine (5-MT) in oil into adult male hamsters given between 4.30 and 5 p.m. (light on from 5 a.m. to 7 p.m.: 14 L/10 D) for 51 consecutive days caused involution of the testes.
C Haldar-Misra et al.
Cell and tissue research, 230(1), 113-126 (1983-01-01)
The effects of different 5-methoxyindoles on the process of protein/peptide secretion characterized by the formation of granular vesicles (GV) have been studied in mouse pinealocytes maintained in explant culture. All 5-methoxyindoles studied clearly influence the number of granular vesicles in
M G Balemans et al.
Journal of neural transmission, 58(1-2), 121-134 (1983-01-01)
The pineals of 28 days old male Wistar rats, in December periodically exposed to either white or green light, were incubated with pterin-6-aldehyde or reduced neopterin. In white light the rhythm of synthesis of 5-methoxytryptophan and of 5-methoxyindole-3-acetic acid was
M G Balemans et al.
Journal of neural transmission, 49(1-2), 107-116 (1980-01-01)
In the pineal of 21-day old male Wistar rats hydroxyindole-O-methyltransferase (HIOMT) activities involved in the synthesis of several 5-methoxyindoles were determined during the night in April, June, October and January. A high HIOMT activity for the synthesis of melatonin/5-methoxytryptophol was
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