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Home > Encyclopedia > S-Trityl-L-cysteine

S-Trityl-L-cysteine

S-Trityl-L-cysteine structure

S-Trityl-L-cysteine 

structure
  • CAS No:

    2799-07-7

  • Formula:

    C22H21NO2S

  • Chemical Name:

    S-Trityl-L-cysteine

  • Synonyms:

    3-(tritylthio)-l-alanin;3-tritylthio-l-alanine;s-(triphenylmethyl)-l-cystein;H-Cys(Trt)-OH (Cys of Animal Origin);H-Cys(Trt)-OH (Cys of Non Animal Origin);L-Cys(Trt)-OH;S-Trityl-L-cysteine≥ 98% (HPLC);H-CYS(TRT)-OH

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

almost white to light yellow granular powder


(2R)-2-amino-3-[(triphenylmethyl)thio]propanoic acid is a benzenoid aromatic compound.


S-Trityl-cysteine (2799-07-7) is a cell permeable inhibitor of mitotic kinesin Eg5 (IC50 for inhibition of basal ATPase activity = 1 μM; IC50 for inhibition of microtubule-activated ATPase activity = 140 nM). Mean growth concentration (GI50) of 1.31 μM for a panel of 60 different tumor cell lines.

S-Trityl-L-cysteine Basic Attributes

363.47

363.47

2339626

218-195-8

White or off-white

29309090

Characteristics

88.6

2

1.1342 (rough estimate)

182-183 °C (dec.)(lit.)

524.7±50.0 °C(Predicted)

271.2±30.1 °C

111 ° (C=0.8, 0.04mol Ethanolic HCl)

-20°C

dog,LDLo,intravenous,150mg/kg (150mg/kg),GASTROINTESTINAL: NAUSEA OR VOMITINGGASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. PB81-109993,

2.22±0.10(Predicted)

Sealed in dry,Room Temperature

Safety Information

NONH for all modes of transport

3

Xn

22-24/25

AY7710000

Xn

Store at +4°C

P264, P270, P301+P312, P330, P501

22

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 47 companies from 3 notifications to the ECHA C&L Inventory.

Drug Information

3-tritylthio-L-alanine

S-Trityl-L-cysteine Use and Manufacturing

A protected cysteine for peptide synthesis.S-Trityl-L-cysteine (STLC) is a tight-binding inhibitor of Eg5 that prevents mitotic progression.It has proven antitumor activity as shown in the NCI 60 tumor cell line screen.


(+)-S-Trityl-L-cysteine, a non-natural, sulfur-containing amino acid is commonly used as a reagent in solution phase peptide synthesis (SPPS). It is also used as a metal-binding agent to synthesize substituted ferrocenoyl peptide conjugates using HBTU peptide coupling reagent for the cation-sensing applications solution via peptide-metal interactions.

Computed Properties

Molecular Weight:363.5
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:363.12930009
Monoisotopic Mass:363.12930009
Topological Polar Surface Area:88.6
Heavy Atom Count:26
Complexity:392
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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