GLPBio

2-Chlorotrityl Chloride Resin

Catalog No.: GA10388
COASDSData Sheet

2-Chlorotrityl Chloride Resin (2-CTC resin) is a versatile, acid-labile resin used in the chemical synthesis of peptides using a Fmoc-amino acid/carboxyl-linked protocol for the solid phase immobilization of carboxylic acids, alcohols, phenols, and amines, imidazoles, and hydroxylamines.

المنتجات مخصصة للاستخدام البحثي فقط، وليست للاستخدام البشري. نحن لا نبيع للمرضى.

2-Chlorotrityl Chloride Resin
25gIn Stock
$57.00
1
100gIn Stock
$166.00
1
Tel: (909) 407-4943 / (909) 689-7124Email: sales@glpbio.com

المراجع (Citations)

لا تتوفر حاليًا مراجع لهذا المنتج. فيما يلي مجموعة مختارة من المنشورات التي تستشهد بمنتجات GlpBio.
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    Nature
    641, 529–536 (2025)
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    628, 630–638 (2024)
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    Nature
    632, 686–694 (2024)
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    Nature
    618, 1017–1023 (2023)
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    Nature
    610, 366–372 (2022)
  • Cell cover
    Cell
    187(9):2288-2304 (2024)
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    Cell
    183(7):1867-1883 (2020)
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    Science
    388(6745) (2025)
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    387(6739) (2025)
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    387(6734) (2025)
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    35, 97–116 (2025)
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    31, 1291–1307 (2021)

الوصف (Description)

2-Chlorotrityl Chloride Resin (2-CTC resin) is a versatile, acid-labile resin used in the chemical synthesis of peptides using a Fmoc-amino acid/carboxyl-linked protocol for the solid phase immobilization of carboxylic acids, alcohols, phenols, and amines, imidazoles, and hydroxylamines[1]. The conditions of solid phase immobilization release (resin cleavage) are achieved using 1-50% TFA in DCM containing 5% TIS, carboxylic acids can also be cleaved from this support with AcOH/TFE/DCM,0.5% TFA in DCM, or HFIP in DCM[2] [3].

2-Chlorotrityl Chloride Resin act as a temporary and reusable protecting group in facile synthesis of Fmoc-N-Me-AA-OH (150mg, see citation for protocol and condition)[4], synthesis of cathepsin-B cleavable linkers (see citation for protocol and condition)[5], and synthesis of linear and cyclic disulfide heptapeptides of longicalycinin A (see citation for protocol and condition)[6].

References:
[1] Hoekstra, W J. “The 2-chlorotrityl resin: a worthy addition to the medicinal chemist's toolbox.” *Current medicinal chemistry* vol. 8,6 (2001): 715-9. doi:10.2174/0929867013373192
[2] Al Musaimi, Othman et al. “Greener Cleavage of Protected Peptide Fragments from Sieber Amide Resin.” *ChemistryOpen* vol. 11,12 (2022): e202200236. doi:10.1002/open.202200236
[3] Bollhagen, Ralf, et al. "A new reagent for the cleavage of fully protected peptides synthesised on 2-Chlorotrityl Chloride Resin." *Journal of the Chemical Society, Chemical Communications* 22 (1994): 2559-2560.
[4] Román, Tanya et al. “Protocol for Facile Synthesis of Fmoc-N-Me-AA-OH Using 2-CTC Resin as Temporary and Reusable Protecting Group.” *Methods and protocols* vol. 6,6 110. 13 Nov. 2023, doi:10.3390/mps6060110
[5] Pryyma, Alla et al. “Rapid, High-Yielding Solid-Phase Synthesis of Cathepsin-B Cleavable Linkers for Targeted Cancer Therapeutics.” *Bioconjugate chemistry* vol. 31,12 (2020): 2685-2690. doi:10.1021/acs.bioconjchem.0c00563
[6]HoushdarTehrani, Mohammad Hassan et al. “Synthesis of Linear and Cyclic Disulfide Heptapeptides of Longicalycinin A and Evaluation of Toxicity on Cancerous Cells HepG2 and HT-29.” *Iranian journal of pharmaceutical research : IJPR* vol. 17,3 (2018): 956-963. doi:10.1089/sur.2020.189

البروتوكول (Protocol)

Prptocal for protected linear disulfide heptapeptide of Longicalycinin A[1]:

1.Attach Fmoc-Cys (Trt)-OH (1170mg, 2mmol) to the 2-CTC resin with DIPEA (1mL) in anhydrous DCM: DMF (30mL, 1:1) at room temperature for 2h.

2.After filtration, cap the remaining trityl chloride groups by a solution of DCM / MeOH / DIPEA (17:2:1; 20mL) for 30min.

3.Filter and wash products with DCM (1 × 10mL), DMF (2 × 20mL).

4.Treat the resin-bound Fmoc-amino acid with Piperazine 10% in DMF (100mL) for 30min.

5.Wash the resin with DMF (4 × 20mL)

6.Add solution of Fmoc-Gly-OH (600mg, 2.01mmol), HATU (650mg, 1.7mmol), and DIPEA (0.5mL) in 10mL DCM to the resin-bound free amine and shaken for 2 h at room temperature.

7.After completion of coupling, wash the resin with DMF (2 × 10mL).

8.Treat the resin with Piperazine 10% in DMF (100mL) for 30min.

9.Wash the resin again with DMF (4 × 20mL).

10.Add other protected amino acids, i.e., Fmoc-Phe-OH­, Fmoc-Pro-OH, Fmoc-Tyr (tBu)-OH­, Fmoc-Phe-OH and Fmoc-Cys (Trt) - OH to the resin-peptide, sequentially, with the same procedure mentioned as above.

11.Cleave the protected pentapeptide from the resin by treatment of TFA 1% in DCM.

12.Filter and neutralize the product with pyridine 4% in CH3OH.

13.Remove the solvent under reduced pressure and the residue was precipitated in water.

14.Filter and dry the precipitate.

During the synthesis, for detecting the presence or absence of free primary amino groups on the resin-peptide, chloranil test was used.

*This protocol only provides a guideline, and should be modified according to your specific needs

References:
1]HoushdarTehrani, Mohammad Hassan et al. “Synthesis of Linear and Cyclic Disulfide Heptapeptides of Longicalycinin A and Evaluation of Toxicity on Cancerous Cells HepG2 and HT-29.” Iranian journal of pharmaceutical research : IJPR vol. 17,3 (2018): 956-963.

وثائق المنتج (Product Documents)

Appearance:A solid
COASDSData Sheet

الخصائص الكيميائية (Chemical Properties)

التخزين
Store at -20°C
إرشادات عامة
اختر مذيبًا مناسبًا وفقًا لبيانات ذوبانية المنتج. بعد التحضير، قسّم المحلول المخزون إلى أجزاء لتجنب دورات التجميد والذوبان المتكررة.
استخدم المحاليل المخزونة خلال 6 أشهر عند حفظها في -80°C، أو خلال شهر واحد عند حفظها في -20°C.
لتحسين الذوبانية، سخّن الأنبوب إلى 37°C وعرّضه للموجات فوق الصوتية لمدة مناسبة.
شروط الشحن
تُشحن عينات التقييم مع عبوات تبريد. وتُشحن الأحجام الأخرى المتاحة في درجة حرارة الغرفة، أو مع عبوات تبريد عند الطلب.

الحاسبات (Calculators)المولارية / التخفيف / الوزن الجزيئي / تحويل الوحدات

g/mol

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