M4001
5-Methoxy-DL-tryptophan
≥98% (TLC)
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About This Item
Empirical Formula (Hill Notation):
C12H14N2O3
CAS Number:
Molecular Weight:
234.25
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
248-800-0
MDL number:
Beilstein/REAXYS Number:
26781
Product Name
5-Methoxy-DL-tryptophan,
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
SMILES string
COc1ccc2[nH]cc(CC(N)C(O)=O)c2c1
assay
≥98% (TLC)
form
crystalline
color
white to light beige
mp
258-261 °C (dec.) (lit.)
application(s)
peptide synthesis
storage temp.
−20°C
Quality Level
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Biochem/physiol Actions
5-Methoxy-DL-tryptophan is an amino acid derivative.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
W F Flight et al.
Journal of neural transmission, 58(3-4), 223-230 (1983-01-01)
In the present study, the synthesis of methoxyindoles in the neural part and in the pigment epithelial layer of the retina of the frog eye was investigated on the basis of naturally occurring substrate at regular intervals during a 24
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
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, 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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