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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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
J van Benthem et al.
Journal of neural transmission, 67(1-2), 147-162 (1986-01-01)
Testes weight, plasma FSH and LH concentration and pineal methylating capacity were compared in hamsters housed under either long (LD14:10) or short (LD8:16) photoperiods. Hamsters housed for 14 weeks under short photoperiod showed gonadal atrophy, which was complete after 6
Anika Kremer et al.
Applied microbiology and biotechnology, 79(6), 951-961 (2008-05-16)
Recently, a gene for a 7-dimethylallyltryptophan synthase (7-DMATS) was identified in Aspergillus fumigatus and its enzymatic function was proven biochemically. In this study, the behaviour of 7-DMATS towards aromatic substrates was investigated and compared with that of the 4-dimethylallyltryptophan synthase
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 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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