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47561

Sigma-Aldrich

Fmoc-Trp(Boc)-OH

≥97.0% (HPLC), for peptide synthesis

Synonym(s):

Nα-Fmoc-N(in)-Boc-L-tryptophan, N(in)-Boc-Nα-Fmoc-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C31H30N2O6
CAS Number:
143824-78-6
Molecular Weight:
526.58
Beilstein:
7698009
MDL number:
MFCD00153366
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651011
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

Fmoc-Trp(Boc)-OH, ≥97.0% (HPLC)

Quality Level

100

Assay

≥97.0% (HPLC)

form

solid

optical activity

[α]20/D −21±2°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Boc
Fmoc

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)n1cc(C[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O)c5ccccc15

InChI

1S/C31H30N2O6/c1-31(2,3)39-30(37)33-17-19(20-10-8-9-15-27(20)33)16-26(28(34)35)32-29(36)38-18-25-23-13-6-4-11-21(23)22-12-5-7-14-24(22)25/h4-15,17,25-26H,16,18H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1

InChI key

ADOHASQZJSJZBT-SANMLTNESA-N

Related Categories

Application

Fmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes[1] and various peptides by Fmoc solid phase peptide synthesis (SPPS).[2][3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3889
BCCM1680
BCCJ0705
BCCG9287
BCCF0687

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Potent derivatives of glucagon-like peptide-1 with pharmacokinetic properties suitable for once daily administration.
Knudsen LB, et al.
Journal of Medicinal Chemistry, 43(9), 1664-1669 (2000)
Severin J Sigg et al.
Biomacromolecules, 17(3), 935-945 (2016-02-13)
Ever more emerging combined treatments exploiting synergistic effects of drug combinations demand smart, responsive codelivery carriers to reveal their full potential. In this study, a multifunctional stimuli-responsive amphiphilic peptide was designed and synthesized to self-assemble into nanoparticles capable of co-bearing
Taru Dube et al.
Amino acids, 49(5), 975-993 (2017-03-12)
Surging reports of peptide-based nanosystems and their growing potency in terms of biological utility demand for the search of newer and simpler peptide-based systems that could serve as smart templates for the development of self-assembled nanostructures. Use of simple amino
Shabnam Tarvirdipour et al.
Soft matter, 16(6), 1678-1691 (2020-01-23)
To overcome the low efficiency and cytotoxicity associated with most non-viral DNA delivery systems we developed a purely peptidic self-assembling system that is able to entrap single- and double-stranded DNA of up to 100 nucleotides in length. (HR)3gT peptide design
Limiting racemization and aspartimide formation in microwave-enhanced Fmoc solid phase peptide synthesis.
Palasek SA, et al.
Journal of Peptide Science, 13(3), 143-148 (2007)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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