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
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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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
N Honda et al.
Proteins, 26(4), 459-464 (1996-12-01)
The wild-type trp repressor of E. coli bound 5-methoxytryptophan, a Trp analogue, less tightly than Trp. A mutant repressor (Val58-->Ala) that should bind 5-methoxytryptophan preferentially to Trp was computationally designed by free-energy calculations accompanied by free-energy decomposition. The designed mutant
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
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
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