All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C12H14N2O3
CAS Number:
Molecular Weight:
234.25
Beilstein:
26781
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
5-Methoxy-DL-tryptophan,
Assay
≥98% (TLC)
Quality Level
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
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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
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
D J Morton
Journal of pineal research, 4(1), 7-11 (1987-01-01)
Pineal glands were incubated in the presence of [3H] methoxytryptophan with and without methoxamine, epinephrine, and norepinephrine. The beta-adrenoceptor-stimulated pineal glands were capable of converting methoxytryptophan to methoxytryptamine, melatonin, methoxyindole acetic acid, and methoxytryptophol, albeit in small quantities. Only methoxyindole
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
G L Brammer
Life sciences, 55(10), 775-787 (1994-01-01)
Markedly increased melatonin levels in plasma have been observed in response to tryptophan administration. This post-tryptophan melatonin increase has been attributed to the duodenum. Because extra-pineal sources of melatonin may be important in interpreting the meaning of altered melatonin production
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