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HomeProduct name listH-His(Trt)-OH

H-His(Trt)-OH

  • CAS NO.:35146-32-8
  • Empirical Formula: C25H23N3O2
  • Molecular Weight: 397.47
  • MDL number: MFCD00153444
  • EINECS: 609-078-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-02 08:55:41
H-His(Trt)-OH Structural

What is H-His(Trt)-OH?

Chemical properties

White powder

The Uses of H-His(Trt)-OH

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

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.

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

Properties of H-His(Trt)-OH

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

Safety information for H-His(Trt)-OH

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for H-His(Trt)-OH

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

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