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364509

Sigma-Aldrich

D-Tryptophan methyl ester hydrochloride

98%

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O2 · HCl
CAS Number:
Molecular Weight:
254.71
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

98%

optical activity

[α]20/D −18°, c = 5 in methanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

213-216 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@H](N)Cc1c[nH]c2ccccc12

InChI

1S/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/m1./s1

InChI key

XNFNGGQRDXFYMM-HNCPQSOCSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Naghmana Rashid et al.
Chirality, 24(10), 789-795 (2012-07-05)
The diastereoselective synthesis of optically active 1,3-disubstituted tetrahydro-β-carbolines using polar protic Pictet-Spengler cyclization of (S)-tryptophan methyl ester with five aldehydes RCHO (R═CH(3), C(2)H(5), C(3)H(7), C(4)H(9), and C(6)H(5)) was studied. As an alternate route, the cyclization of (S)-tryptophan with the same
Ariana Posadaz et al.
Photochemistry and photobiology, 86(1), 96-103 (2009-11-26)
The photodynamic effect on tryptophan methyl ester (trpME) and tryptophan octyl ester (trpOE), using the O(2)((1)Delta(g))-photosensitizers Rose Bengal (RB) and Perinaphthenone (PN) has been studied in large unilamellar vesicles (LUVs) of the phospholipid 1,2-di-oleoyl-sn-glycero-3-phosphatidylcholine (DOPC) by stationary photolysis and time-resolved
Y Sakai et al.
Neurology, 70(6), 431-439 (2008-02-06)
Altered serotonin (5-HT) neurotransmission has been implicated in the pathophysiology of migraine headache. To test this hypothesis in migraine patients in vivo using PET and alpha-[(11)C]methyl-l-tryptophan as a surrogate marker of brain 5-HT synthetic rate during different phases of their
Haruki Nishizawa et al.
The journal of obstetrics and gynaecology research, 34(1), 1-6 (2008-01-30)
We have previously demonstrated that mRNA expression and enzyme activity levels of placental indoleamine 2,3-dioxygenase (IDO), which degrades L-tryptophan and blocks the proliferation of T cells, are significantly low in patients with severe pre-eclampsia. From this observation, we hypothesized that
Massoud Akhtari et al.
Epilepsia, 49(8), 1419-1430 (2008-05-16)
The development of nonradioactive and targeted magnetonanoparticles (MNP) capable of crossing the blood-brain barrier (BBB) and of concentrating in the epileptogenic tissues of acute and chronic animal models of temporal lobe epilepsy to render these tissues visible on magnetic resonance

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