43667
4-(Hydroxymethyl)-D-phenylalanine
≥97.0% (HPLC)
Synonym(s):
(R)-2-Amino-3-[4-(hydroxymethyl)phenyl]propionic acid
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About This Item
Empirical Formula (Hill Notation):
C10H13NO3
CAS Number:
Molecular Weight:
195.22
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C10H13NO3/c11-9(10(13)14)5-7-1-3-8(6-12)4-2-7/h1-4,9,12H,5-6,11H2,(H,13,14)/t9-/m1/s1
SMILES string
N[C@H](Cc1ccc(CO)cc1)C(O)=O
InChI key
OXNUZCWFCJRJSU-SECBINFHSA-N
assay
≥97.0% (HPLC)
application(s)
peptide synthesis
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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E Lempicka et al.
The journal of peptide research : official journal of the American Peptide Society, 53(5), 554-559 (1999-07-29)
This study describes the synthesis and some pharmacological properties of three new analogs of arginine vasopressin (AVP) substituted in position 3 with (R)-alpha-hydroxymethylphenylalanine ([R]-HmPhe). All new peptides were tested for vasopressor and antidiuretic as well as uterotonic activity. None of
M H Kim et al.
International journal of peptide and protein research, 44(5), 457-465 (1994-11-01)
A convenient enantioselective synthesis of p-hydroxymethyl-L-phenylalanine was developed which produces a 4/1 ratio of L/D enantiomers resulting from a chiral phase-transfer-catalyzed alkylation. This amino acid was coupled into the p56(1)ck tyrosine kinase substrate Ac-Leu-Pro-Tyr-Ala-NHCH3 as a replacement for Tyr and
A Olma et al.
Acta biochimica Polonica, 48(4), 1121-1124 (2002-05-09)
To evaluate the role of aromatic amino-acids residues, four analogues of the mu-selective opioid peptide agonist DALDA (H-Tyr-D-Arg-Phe-Lys-NH2) containing the amphiphilic, a,a-disubstituted amino acid (R)- or (S)-alpha-hydroxymethyltyrosine (HmTyr) in position 1 and (R)- or (S)-alpha-hydroxymethylphenylalanine (HmPhe) in position 3 of
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