All Photos(1)




(3-Formylindolyl)acetamidomethyl polystyrene


Sign Into View Organizational & Contract Pricing

Quality Level

product line




reaction suitability

reaction type: Fmoc solid-phase peptide synthesis




peptide synthesis

functional group


storage temp.


General description

Versatile indole-based linker for the synthesis of secondary amides, carbamates, ureas [1,2,3,4] and aminopurines [5]. In a study comparing the cleavage rates of secondary amides, ureas, carbamates and sulfonamides from indole, dialkoxybenzaldehyde and Rink amide resins, the indole resin was found to be the most acid-labile [6].Reductive amination with excess of amine and NaBH(OAc)3 in DCE/TMOF [seepage], NaBH3CN in THF/TMOF/AcOH, or NaBH4-Ti(OiPr)4 in THF [2], converts the formyl group to the appropriate secondary amine. Cleavage can be effected with 2-5% TFA in DCM, depending on the nature of the product being released from the resin.

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

[1] K. G. Estep, et al. (1998) J. Org. Chem., 63, 5300.
[2] S. Bhattacharyya, et al. (2003) Tetrahedron Lett., 44, 6099.
[3] N. Hone, et al. (2003) Tetrahedron Lett., 44, 8169.
[4] L. Sereni, et al. (2004) Tetrahedron, 60, 8561.
[5] P. H. Dorff and R. S. Garigipati (2001) Tetrahedron Lett., 42, 2771.
[6] B. Yan, et al. (2000) J. Comb. Chem., 2, 66.


Replaces: 01-64-0361

Analysis Note

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (determined by elemental analysis of sulfur after coupling with tosylhydrazide): 0.60 - 1.20 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly (styrene-1% DVB), 100 - 200 mesh

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids



Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).


Product Number
Pack Size/Quantity

Additional examples:





enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service