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Sigma-Aldrich

Boc-Gly-OH

≥99.0% (T), for peptide synthesis

Synonyme(s) :

N-(tert-Butoxycarbonyl)glycine, Boc-glycine

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5 G
59,30 $
25 G
142,00 $
100 G
449,00 $

About This Item

Formule linéaire :
(CH3)3COCONHCH2COOH
Numéro CAS:
Poids moléculaire :
175.18
Beilstein:
1101514
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.22

59,30 $


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Devis pour commande en gros

Nom du produit

Boc-Gly-OH, ≥99.0% (T)

Essai

≥99.0% (T)

Forme

powder or crystals

Capacité de réaction

reaction type: Boc solid-phase peptide synthesis

Résidus de calcination

≤0.05%

Pf

86-89 °C (lit.)
86-89 °C

Application(s)

peptide synthesis

Chaîne SMILES 

CC(C)(C)OC(=O)NCC(O)=O

InChI

1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)

Clé InChI

VRPJIFMKZZEXLR-UHFFFAOYSA-N

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Application

Boc-Gly-OH can be used:
  • For the esterification reaction to synthesize N-Boc amino acid esters for peptide chemistry.[1]
  • For the synthesis of tripeptide H-Gly-Pro-Glu-OH, analogs of neuroprotective drugs.[2]
  • As a promoter for the allylation of hydrazones and isatin.[3]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Ceric ammonium nitrate (CAN) mediated esterification of N-Boc amino acids allows either retention or removal of the N-Boc group.
Kuttan A, et al.
Tetrahedron Letters, 45(12), 2663-2665 (2004)
Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure-activity relationships.
De Diego SAA, et al.
Bioorganic & Medicinal Chemistry Letters, 15(9), 2279-2283 (2005)
Wen-Ren Li et al.
The Journal of organic chemistry, 67(14), 4702-4706 (2002-07-06)
A new approach to a CD45 protein tyrosine phosphatase inhibitor, pulchellalactam, is described. The key step of the sequence involves addition and elimination of an enolic lactam in a single step and 70% yield, employing an organocuprate reagent. The resulting
Alexey Krushelnitsky et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 182(2), 339-342 (2006-07-21)
As demonstrated by means of the one-dimensional solid-state MAS exchange experiment (CODEX), the rate of the proton driven spin diffusion between backbone (15)N nuclei in totally enriched protein depends strongly on the magic angle spinning (MAS) frequency: spin diffusion at
N-Boc-glycine-assisted indium-mediated allylation reaction: a sustainable approach.
Vemula SR, et al.
Tetrahedron Letters, 56(23), 3322-3325 (2015)

Questions

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  1. 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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  2. 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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