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H-His(Trt)-OH

H-His(Trt)-OH Structure
CAS No.
35146-32-8
Chemical Name:
H-His(Trt)-OH
Synonyms
His(Trt);L-His(Trt);H-HIS(TRT)-OH;L-His(Trt)-OH;L-His(Trt)·H2O;H-L-HIS(TRT)-OH;H-HIS(T-TRT)-OH;H-HIS(1-TRT)-OH;H-His(tau-Trt)-OH;HISTIDINE(1-TRT)-OH
CBNumber:
CB9185713
Molecular Formula:
C25H23N3O2
Molecular Weight:
397.47
MOL File:
35146-32-8.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:41

H-His(Trt)-OH Properties

Melting point 210℃
Boiling point 584.8±50.0 °C(Predicted)
Density 1.19±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
pka 1.78±0.10(Predicted)
form Solid
color White to off-white
InChI InChI=1S/C25H23N3O2/c26-23(24(29)30)16-22-17-28(18-27-22)25(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,17-18,23H,16,26H2,(H,29,30)/t23-/m0/s1
InChIKey BSZQZNOAYQCQFZ-QHCPKHFHSA-N
SMILES C(O)(=O)[C@H](CC1N=CN(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=1)N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3
10
NFPA 704
1
0 0

H-His(Trt)-OH Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

1-(Triphenylmethyl)-L-histidine is a reactant in the synthesis of falcitidin acyl tetrapeptides as antimalarial agent.

Preparation

The amino acid N(im)-trityl-D-histidine was dissolved in dichloromethane, followed by the addition of triethylamine and trimethylsilyl chloride (3.5 equivalents). After 2 hours of gentle reflux, the mixture was ready to be used for in situ coupling to the anhydride of the carboxylic acid. Thus, isovaleric acid was separately dissolved in THF and maintained at -20 ℃ using an ice-salt bath. N-methyl morpholine (1.2 equivalents) was added, followed by the addition of ethyl chloroformate (1.0 equivalent). After 15-20 minutes at -20 ℃, the bis-TMS amino acid reaction mixture was added directly to the anhydride solution and left stirring at room temperature overnight. After 8 hours, the reaction mixture was concentrated in vacuo. Finally, H-His(Trt)-OH was obtained after purification.H-HIS(TRT)-OH

Definition

H-His(Trt)-OH, also known as 1-(Triphenylmethyl)-L-histidine, is a histidine derivative. It can be obtained by removing fmoc group protection from Fmoc-His(Trt)-OH. L-histidine (HIS) is an essential amino acid with unique roles in proton buffering, metal ion chelation, scavenging of reactive oxygen and nitrogen species, erythropoiesis, and the histaminergic system.

H-His(Trt)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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N-τ-Trityl-L-histidine 1-(Triphenylmethyl)-L-histidine L-His(Trt)·H2O L-His(Trt)-OH Nim-Trityl-histidine≥ 98% (HPLC) 1-Trityl-L-histidine, 98% H-L-HIS(TRT)-OH HISTIDINE(1-TRT)-OH H-HIS(1-TRT)-OH H-HIS(T-TRT)-OH H-HIS(TRT)-OH RARECHEM AL BE 1480 N-IM-TRITYL-HISTIDINE N-IM-TRITYL-L-HISTIDINE N-TAU-TRITYL-L-HISTIDINE His(Trt) N-TRITYL-L-HISTIDINE H-His(tau-Trt)-OH (2S)-2-amino-3-(1-tritylimidazol-4-yl)propanoicacid (2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid (2S)-2-amino-3-[1-(triphenylmethyl)-4-imidazolyl]propanoic acid L-His(Trt) (2S)-2-ammonio-3-(1-trityl-1H-imidazol-4-yl)propanoate (S)-2-Amino-3-(1-trityl-1H-imidazol-4-yl)propanoicacid L-Histidine, 1-(triphenylmethyl)- (2S)-2-amino-3-(1-tritylimidazol-4-yl)propanoicaci H-HIS(TRT)-OH USP/EP/BP 35146-32-8 C25H23N3O2 Histidine Peptide Synthesis Specialty Synthesis Amino Acid Derivatives Histidine [His, H] Amino Acids and Derivatives Amino Acid Derivatives Histidine Peptide Synthesis