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Key Documents

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M4001

Sigma-Aldrich

5-Methoxy-DL-tryptophan

≥98% (TLC)

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About This Item

Fórmula empírica (notación de Hill):
C12H14N2O3
Número de CAS:
28052-84-8
Peso molecular:
234.25
Beilstein/REAXYS Number:
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)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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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
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
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.
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