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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
M Leino et al.
Medical biology, 63(4), 160-169 (1985-01-01)
Melatonin and other 5-methoxyindoles are compounds usually associated with the pineal gland. Research is expanding from studies of pineal melatonin to studies of extrapineal organs and of other 5-methoxyindoles besides melatonin. Research in recent years has shown that the retina
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.
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
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
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