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15420

Sigma-Aldrich

Boc-Gly-OH

≥99.0% (T), for peptide synthesis

Sinonimo/i:

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

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About This Item

Formula condensata:
(CH3)3COCONHCH2COOH
Numero CAS:
4530-20-5
Peso molecolare:
175.18
Beilstein:
1101514
Numero CE:
224-864-5
Numero MDL:
MFCD00002690
Codice UNSPSC:
12352209
ID PubChem:
57647418
NACRES:
NA.22
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Nome del prodotto

Boc-Gly-OH, ≥99.0% (T)

Saggio

≥99.0% (T)

Stato

powder or crystals

Impiego in reazioni chimiche

reaction type: Boc solid-phase peptide synthesis

Residuo alla calcinazione

≤0.05%

Punto di fusione

86-89 °C (lit.)
86-89 °C

applicazioni

peptide synthesis

Stringa SMILE

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)
VRPJIFMKZZEXLR-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

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]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCK6724
BCCD6914
BCBZ9468
BCBV1582
BCBR2160V

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Sigma-Aldrich

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Boc-Gly-OH-1-13C 99 atom % 13C

Sigma-Aldrich

486698

Boc-Gly-OH-1-13C

Z-Gly-OH 99%

Sigma-Aldrich

C7206

Z-Gly-OH

Boc-Gly-OH-15N 98 atom % 15N, 99% (CP)

Sigma-Aldrich

486701

Boc-Gly-OH-15N

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
N-Boc-glycine-assisted indium-mediated allylation reaction: a sustainable approach.
Vemula SR, et al.
Tetrahedron Letters, 56(23), 3322-3325 (2015)
Klaus Schmidt-Rohr et al.
Journal of the American Chemical Society, 125(19), 5648-5649 (2003-05-08)
A new magic-angle spinning NMR method for measuring internuclear distances between a 13C-labeled site and amide protons is described. The magnetization of the protons evolves under homonuclear decoupling and the recoupled 13C-1H dipolar interaction, which provides simple spin-pair REDOR curves
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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

      Helpful?

  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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