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15420

Sigma-Aldrich

Boc-Gly-OH

≥99.0% (T), for peptide synthesis

Synonym(e):

N-(tert.-Butoxycarbonyl)-glycin, Boc-glycin

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About This Item

Lineare Formel:
(CH3)3COCONHCH2COOH
CAS-Nummer:
4530-20-5
Molekulargewicht:
175.18
Beilstein:
1101514
EG-Nummer:
224-864-5
MDL-Nummer:
MFCD00002690
UNSPSC-Code:
12352209
PubChem Substanz-ID:
57647418
NACRES:
NA.22
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Produktbezeichnung

Boc-Gly-OH, ≥99.0% (T)

Assay

≥99.0% (T)

Form

powder or crystals

Eignung der Reaktion

reaction type: Boc solid-phase peptide synthesis

Glührückstand

≤0.05%

mp (Schmelzpunkt)

86-89 °C (lit.)
86-89 °C

Anwendung(en)

peptide synthesis

SMILES String

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)

InChIKey

VRPJIFMKZZEXLR-UHFFFAOYSA-N

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Anwendung

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]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCK6724
BCCD6914
BCBZ9468
BCBV1582
BCBR2160V

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Slide 1 of 4

1 of 4

Fmoc-Gly-OH ≥98.0% (T)

Sigma-Aldrich

47627

Fmoc-Gly-OH

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)
L Varga et al.
Hepato-gastroenterology, 27(2), 146-149 (1980-04-01)
The catabolism of the 14C-labelled pentagastrin was investigated in rats. The following results were found: -- the labelled BOC-glycine fragment is split off the pentagastrin in the small intestine -- it is absorbed through the intestinal wall, and -- enters
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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