O-Methyl-D-tyrosine (BAT-003558)
* For research use only

Category
D-Amino Acids
Catalog number
BAT-003558
CAS number
39878-65-4
Molecular Formula
C10H13NO3
Molecular Weight
195.22
O-Methyl-D-tyrosine
Synonyms
D-Tyr(Me)-OH; p-Methoxy-D-phenylalanine; (R)-2-Amino-3-(4-methoxyphenyl)propanoic acid
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.209 g/cm3
Melting Point
262-263 °C (decomp)
Boiling Point
350.6°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H13NO3/c1-14-8-4-2-7(3-5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m1/s1
InChI Key
GEYBMYRBIABFTA-SECBINFHSA-N
Canonical SMILES
COC1=CC=C(C=C1)CC(C(=O)O)N
1.Plant peptide hormone phytosulfokine (PSK-alpha): synthesis of new analogues and their biological evaluation.
Bahyrycz A1, Matsubayashi Y, Ogawa M, Sakagami Y, Konopińska D. J Pept Sci. 2004 Jul;10(7):462-9.
Phytosulfokine-alpha (PSK-alpha), a sulfated growth factor (H-Tyr(SO3H)-Ile-Tyr(SO3H)-Thr-Gln-OH) universally found in both monocotyledons and dicotyledons, strongly promotes proliferation of plant cells in culture. In our studies on structure/activity relationship in PSK-alpha the synthesis of a series of analogues was performed: [H-D-Tyr(SO3H)1]- (9), [H-Phe(4-SO3H)1]- (10), [H-D-Phe(4-SO3H)1]- (11), [H-Phg(4-SO3H)1]- (12), [H-D-Phg(4-SO3H)1]- (13), H-Phe(4-NHSO2CH3)1]- (14), [H-D-Phe(4-NHSO2CH3)1]- (15), [H-Phe(4-NO2)1]- (16), [H-D-Phe(4-NO2)1]- (17), [H-Phg(4-NO2)1]- (18), [H-D-Phg(4-NO2)1]- (19), [H-Hph(4-NO2)1]- (20), [H-Phg(4-OSO3H)1]- (21), [Phe(4-NO2)3]- (22), [Phg(4-NO2)3]- (23), [Hph(4-NO2)3]- (24), [H-Phe(4-SO3H)1, Phe(4-SO3H)3]- (25) [H-Phe(4-NO2)1, Phe(4-NO2)3]- (26), [H-Phg(4-NO2)1, Phg(4-NO2)3]- (27), [H-Hph(4-NO2)1, Hph(4-NO2)3]- (28) and [Val3]- PSK-alpha (29). For modification of the PSK-alpha peptide chain the novel amino acids and their derivatives were synthesized, such as: H-L-Phg(4-SO3H)-OH (1), H-D-Phg(4-SO3H)-OH (2), Fmoc-Phg(4-SO3H)-OH (3), Fmoc-D-Phg(4-SO3H)-OH (4), Boc-Phg(4-NHSO2CH3)-OH (5), Boc-D-Phg(4-NHSO2CH3)-OH (6) Boc-Phe(4-NHSO2CH3)-OH (7), and Boc-D-Phe(4-NHSO2CH3)-OH (8).
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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